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【结 构 式】

【分子编号】20915

【品名】methyl (2S)-2-amino-3-hydroxypropanoate

【CA登记号】5680-80-8

【 分 子 式 】C4H9NO3

【 分 子 量 】119.1204

【元素组成】C 40.33% H 7.62% N 11.76% O 40.29%

与该中间体有关的原料药合成路线共 8 条

合成路线1

该中间体在本合成路线中的序号:(I)

This compound can be prepared by two related ways: 1) The diazotation of L-serine methyl ester (I) with NaNO2 - HCl gives methyl (S)-glycerate (II), which by reaction with 2,2-dimethoxypropane and p-toluenesulfonic acid (or acetone and ZnCl2) is converted to methyl (S)-O-isopropylideneglycerate (III). The reduction of (III) with LiAlH4 in refluxing ether affords (S)-2,3-O-isopropylideneglycerol (IV), which by reaction with tosyl chloride in pyridine is converted to the corresponding tosylate (V). The partial hydrolysis of (V) with HCl in acetone affords (S)-glycerol-1-tosylate (VI), which is finally condensed with 1-phenylpiperazine (VII) in refluxing benzene. 2) The partial hydrolysis of (S)-2,3-epoxypropyl tosylate (VIII) with HCl as before gives the glycerol tosylate (VI), already obtained.

1 Borsa, M.; Tonon, G.; Malandrino, S. (Dompé Farm. SpA); Optically active compounds with antitussive and central sedative activity, a process for the preparation thereof and compositions containing the same. EP 0147847; US 4699911; US 4764515 .
2 Giani, R.; Marione, E.; Melillo, G.; Borsa, M.; Tonon, G.C.; Synthesis and pharmacological screening of new phenylpiperazinepropane derivatives and their enantiomers. Arzneim-Forsch Drug Res 1988, 38, 8, 1139-41.
3 Prous, J.; Castaner, J.; LEVDROPROPIZINE < Rec INN >. Drugs Fut 1989, 14, 6, 522.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
10272 [[Amino(imino)methyl]sulfanyl]methane 2986-19-8 C2H6N2S 详情 详情
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 20916 methyl (2R)-2,3-dihydroxypropanoate C4H8O4 详情 详情
(III) 20917 methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 52373-72-5 C7H12O4 详情 详情
(IV) 12709 [(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol 22323-82-6 C6H12O3 详情 详情
(V) 20919 [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate 23788-74-1 C13H18O5S 详情 详情
(VI) 20920 (2R)-2,3-dihydroxypropyl 4-methylbenzenesulfonate C10H14O5S 详情 详情
(VII) 10756 N-Phenylpiperazine; 1-Phenylpiperazine; Phenyl piperazine 92-54-6 C10H14N2 详情 详情
(VIII) 16242 (2R)oxiranylmethyl 4-methylbenzenesulfonate; (2R)-(-)-Glycidyl tosylate 113826-06-5 C10H12O4S 详情 详情

合成路线2

该中间体在本合成路线中的序号:(XVI)

The synthesis of L-serine pentylamide (intermediate in the synthesis of 174639) (see Scheme no. 17463901a) has been described by two similar ways: 1) The condensation of N-(benzyloxycarbonyl)-L-serine (XIII) with pentylamine (XIV) by means of WSC and HOBT gives the protected amide (XV), which is deprotected with H2 over Pd/C (59% overall yield). 2) By aminolysis of L-serine methyl ester (XVI) with pentylamine at 15-25 C (81% yield).

1 Reid, J.G.; et al.; Synthesis of a seranamide by aminolysis of an N-unsubstituted alpha-amino ester. Org Process Res Dev 1997, 1, 2, 174.
2 Misra, R.N.; Brown, B.R.; Sher, P.M.; et al.; Thromboxane receptor antagonist BMS-180291: A new pre-clinical lead. Bioorg Med Chem Lett 1992, 2, 1, 73.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VII) 14871 (2S)-2-amino-3-hydroxy-N-pentylpropanamide C8H18N2O2 详情 详情
(XIII) 32794 (2S)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxypropionic acid C11H13NO5 详情 详情
(XIV) 15764 amylamine; 1-pentanamine; pentylamine 110-58-7 C5H13N 详情 详情
(XV) 32795 benzyl (1S)-1-(hydroxymethyl)-2-oxo-2-(pentylamino)ethylcarbamate C16H24N2O4 详情 详情
(XVI) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情

合成路线3

该中间体在本合成路线中的序号:(X)

In a different synthetic strategy, L-serine methyl ester (X) was protected as the N-benzyl derivative (XI) by reductive alkylation with benzaldehyde and NaBH4. Ammonolysis of ester (XI) then produced N-benzyl serinamide (XII). Subsequent reduction of the amide function of (XII) employing borane-dimethyl sulfide complex gave diamine (XIII). This was condensed with the chloropyrimidine (XIV) to afford adduct (XV). After protection of the exocyclic amine with di-tert-butyl dicarbonate, alcohol (XVI) oxidation with Dess-Martin periodinane reagent yielded aldehyde (XVII). Reductive coupling of (XVII) with p-aminobenzoyl glutamic acid (XVIII), followed by acidic Boc group deprotection, led to the triaminopropane derivative (XIX). Catalytic hydrogenation of the nitro group of (XIX) and N-debenzylation over Pd/C yielded the pteridine ring precursor (XX).

1 Bailey, S.W.; et al.; Synthesis of tetrahydropteridine C6-stereoisomers, including N5-formyl-(6S)-tetrahydrofolic acid. J Org Chem 1992, 57, 16, 4470.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(X) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(XI) 56820 methyl (2S)-2-(benzylamino)-3-hydroxypropanoate C11H15NO3 详情 详情
(XII) 56821 (2S)-2-(benzylamino)-3-hydroxypropanamide C10H14N2O2 详情 详情
(XIII) 56822 (2R)-3-amino-2-(benzylamino)-1-propanol C10H16N2O 详情 详情
(XIV) 56823 2-amino-6-chloro-5-nitro-4(1H)-pyrimidinone C4H3ClN4O3 详情 详情
(XV) 56824 2-amino-6-{[(2R)-2-(benzylamino)-3-hydroxypropyl]amino}-5-nitro-4(1H)-pyrimidinone C14H18N6O4 详情 详情
(XVI) 56825 tert-butyl (1R)-2-[(2-amino-5-nitro-6-oxo-3,6-dihydro-4-pyrimidinyl)amino]-1-(hydroxymethyl)ethyl(benzyl)carbamate C19H26N6O6 详情 详情
(XVII) 56826 tert-butyl (1R)-2-[(2-amino-5-nitro-6-oxo-3,6-dihydro-4-pyrimidinyl)amino]-1-formylethyl(benzyl)carbamate C19H24N6O6 详情 详情
(XVIII) 56827 (2S)-2-[(4-aminobenzoyl)amino]pentanedioic acid C12H14N2O5 详情 详情
(XIX) 56828 (2S)-2-[(4-{[(2S)-3-[(2-amino-5-nitro-6-oxo-3,6-dihydro-4-pyrimidinyl)amino]-2-(benzylamino)propyl]amino}benzoyl)amino]pentanedioic acid C26H30N8O8 详情 详情
(XX) 56829 (2S)-2-{[4-({(2S)-2-amino-3-[(2,5-diamino-6-oxo-3,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid C19H26N8O6 详情 详情

合成路线4

该中间体在本合成路线中的序号:(I)

The amidation of L-serine methyl ester (I) with ethylenediamine (II) gives the amide (III), which is reduced with borane/THF to 2(R)-(hydroxymethyl)diethylenetriamine (IV). The reaction of (IV) with bromoacetic acid tert-butyl ester (V) by means of DIEA in DMF affords the penta tert-butyl acetate (VI), which is condensed with the chlorophosphoramidite (VII) by means of DIEA in dichloromethane giving the phosphoramidite intermediate (VIII). The condensation of (VIII) with 4,4-diphenylcyclohexanol (IX) (see scheme 23537901b) by means of tetrazole in acetonitile, with simultaneous oxidation with tert-butyl hydroperoxide yields the phosphate (X), which is selectively hydrolyzed at the 2-cyanoethyl ester group with ammonia in methanol affording the ammonium phosphate (XI). Finally, the hydrolysis of (XI) with HCl in ether/water eliminates the tert-butyl groups affording the desired chelating ligand (XII)

1 Scott, D.M.; Sajiki, H.; McMurray, T.J.; Lauffer, R.B. (Epix Medical, Inc.); Diagnostic imaging contrast agents with extended blood retention. WO 9623526 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 14754 ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine;1,2-Ethanediamine 107-15-3 C2H8N2 详情 详情
(III) 30315 (2S)-2-amino-N-(2-aminoethyl)-3-hydroxypropanamide C5H13N3O2 详情 详情
(IV) 30316 (2R)-2-amino-3-[(2-aminoethyl)amino]-1-propanol C5H15N3O 详情 详情
(V) 17430 2-Bromoacetic acid tert-butyl ester; tert-butyl 2-bromoacetate; tert-Butyl bromoacetate 5292-43-3 C6H11BrO2 详情 详情
(VI) 30317 3,6,9-Tris(tert-butoxycarbonylmethyl)-4(R)-(hydroxymethyl)-3,6,9-triazaundecanedioic acid di-tert-butyl ester C35H65N3O11 详情 详情
(VII) 22791 2-Cyanoethyl N,N-diisopropylphosphoramidochloridite 89992-70-1 C9H18ClN2OP 详情 详情
(VIII) 30318 3,6,9-Tris(tert-butoxycarbonylmethyl)-4(R)-[2-cyanoethoxy(diisopropylamino)phosphinyloxymethyl]-3,6,9-triazaundecanedioic acid di-tert-butyl ester C44H82N5O12P 详情 详情
(IX) 30319 4,4-diphenylcyclohexanol C18H20O 详情 详情
(X) 30320 3,6,9-Tris(tert-butoxycarbonylmethyl)-4(R)-[2-cyanoethoxy(4,4-diphenylcyclohexyloxy)phosphoryloxymethyl]-3,6,9-triazaundecanedioic acid di-tert-butyl ester C56H87N4O14P 详情 详情
(XI) 30321 3,6,9-Tris(tert-butoxycarbonylmethyl)-4(R)-[4,4-diphenylcyclohexyloxy(hydroxy)phosphoryloxymethyl]-3,6,9-triazaundecanedioic acid di-tert-butyl ester ammonium salt C53H87N4O14P 详情 详情
(XII) 30322 3,6,9-Tris(carboxymethyl)-4(R)-[4,4-diphenylcyclohexyloxy(hydroxy)phosphoryloxymethyl]-3,6,9-triazaundecanedioic acid C33H44N3O14P 详情 详情

合成路线5

该中间体在本合成路线中的序号:(I)

The protection of the NH2 group of L-serine (I) gives N-(benzyloxycarbonyl)-L-serine (II), which is converted into the N-methylamide (III). The reduction of the amide group of (III) affords the diaminopropanol (IV), which is N-protected to provide the Boc-protected compound (V). The mesylation of the OH group of (V) gives the mesylate (VI), which is treated with ethylamine to yield the triaminopropane (VII). Boc deprotection in (VII) with HCl affords intermediate (VIII), which is submitted to a reductive cyclization with glyoxal and BH3/TEA to provide the perhydro-1,4-diazepine (IX). Cbz deprotection in (IX) by hydrogenation with H2 over Pd/C gives the 1-ethyl-4-methylperhydro-1,4-diazepin-6(R)-amine (X), which is condensed with 5-bromo-2-methoxy-6-(methylamino)pyridine-3-carboxylic acid (XI) by means of ethyl chloroformate and TEA to yield the target amide (XII). Finally, this compound is treated with fumaric acid (XIII) in ethanol to afford the desired fumarate salt.

1 Hirokawa, Y.; et al.; Process development of the synthetic route to (R)-6-amino-1-ethyl-4-methylhexahydro-1,4-diazepine. Org Process Res Dev 2002, 6, 1, 28.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 51660 methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxypropanoate C12H15NO5 详情 详情
(III) 53991 benzyl (1S)-1-(hydroxymethyl)-2-(methylamino)-2-oxoethylcarbamate n/a C12H16N2O4 详情 详情
(IV) 53992 benzyl (1R)-2-hydroxy-1-[(methylamino)methyl]ethylcarbamate n/a C12H18N2O3 详情 详情
(V) 53993 benzyl (1R)-2-[(tert-butoxycarbonyl)(methyl)amino]-1-(hydroxymethyl)ethylcarbamate n/a C17H26N2O5 详情 详情
(VI) 53994 (2R)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)(methyl)amino]propyl methanesulfonate n/a C18H28N2O7S 详情 详情
(VII) 53995 benzyl (1S)-2-[(tert-butoxycarbonyl)(methyl)amino]-1-[(ethylamino)methyl]ethylcarbamate n/a C19H31N3O4 详情 详情
(VIII) 53996 benzyl (1R)-2-(ethylamino)-1-[(methylamino)methyl]ethylcarbamate n/a C14H23N3O2 详情 详情
(IX) 53997 benzyl (6S)-1-ethyl-4-methyl-1,4-diazepan-6-ylcarbamate n/a C16H25N3O2 详情 详情
(X) 17802 (6S)-1-ethyl-4-methyl-1,4-diazepan-6-ylamine; (6S)-1-ethyl-4-methyl-1,4-diazepan-6-amine C8H19N3 详情 详情
(XI) 17801 5-bromo-2-methoxy-6-(methylamino)nicotinic acid C8H9BrN2O3 详情 详情
(XII) 53998 5-bromo-N-[(6S)-1-ethyl-4-methyl-1,4-diazepan-6-yl]-2-methoxy-6-(methylamino)nicotinamide n/a C16H26BrN5O2 详情 详情
(XIII) 23808 Fumaric acid; (E)-2-butenedioic acid 110-17-8 C4H4O4 详情 详情

合成路线6

该中间体在本合成路线中的序号:(I)

The protection of the NH2 group of L-serine (I) gives N-(benzyloxycarbonyl)-L-serine (II), which is converted into the N-methylamide (III). The reduction of the amide group of (III) affords the diaminopropanol (IV), which is N-protected to provide the Boc-protected compound (V). The mesylation of the OH group of (V) gives the mesylate (VI), which is treated with ethylamine to yield the triaminopropane (VII). The condensation of (VII) with ethyl bromoacetate (VIII) affords the aminoacetate (IX), which is selectively deprotected with HCl to provide the intermediate (X). The cyclization of (X) by means of NaOEt gives the perhydro-1,4-diazepin-2-one (XI), which is reduced with BH3/THF to yield the perhydro-1,4-diazepine (XII). Cbz deprotection in (XII) by hydrogenation with H2 over Pd/C gives the 1-ethyl-4-methylperhydro-1,4-diazepin-6(R)-amine (XIII), which is condensed with 5-bromo-2-methoxy-6-(methylamino)pyridine-3-carboxylic acid (XIV) by means of ethyl chloroformate and TEA to yield the target amide (XV). Finally, this compound is treated with fumaric acid (XVI) in ethanol to afford the desired fumarate salt.

1 Hirokawa, Y.; et al.; Process development of the synthetic route to (R)-6-amino-1-ethyl-4-methylhexahydro-1,4-diazepine. Org Process Res Dev 2002, 6, 1, 28.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 51660 methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxypropanoate C12H15NO5 详情 详情
(III) 53991 benzyl (1S)-1-(hydroxymethyl)-2-(methylamino)-2-oxoethylcarbamate n/a C12H16N2O4 详情 详情
(IV) 53992 benzyl (1R)-2-hydroxy-1-[(methylamino)methyl]ethylcarbamate n/a C12H18N2O3 详情 详情
(V) 53993 benzyl (1R)-2-[(tert-butoxycarbonyl)(methyl)amino]-1-(hydroxymethyl)ethylcarbamate n/a C17H26N2O5 详情 详情
(VI) 53994 (2R)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)(methyl)amino]propyl methanesulfonate n/a C18H28N2O7S 详情 详情
(VII) 53995 benzyl (1S)-2-[(tert-butoxycarbonyl)(methyl)amino]-1-[(ethylamino)methyl]ethylcarbamate n/a C19H31N3O4 详情 详情
(VIII) 16640 Ethyl 2-bromoacetate; Ethyl bromoacetate 105-36-2 C4H7BrO2 详情 详情
(IX) 53999 ethyl 2-[{(2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)(methyl)amino]propyl}(ethyl)amino]acetate n/a C23H37N3O6 详情 详情
(X) 54000 ethyl 2-[[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-(methylamino)propyl](ethyl)amino]acetate n/a C18H29N3O4 详情 详情
(XI) 54001 benzyl (6S)-4-ethyl-1-methyl-2-oxo-1,4-diazepan-6-ylcarbamate n/a C16H23N3O3 详情 详情
(XII) 53997 benzyl (6S)-1-ethyl-4-methyl-1,4-diazepan-6-ylcarbamate n/a C16H25N3O2 详情 详情
(XIII) 17802 (6S)-1-ethyl-4-methyl-1,4-diazepan-6-ylamine; (6S)-1-ethyl-4-methyl-1,4-diazepan-6-amine C8H19N3 详情 详情
(XIV) 17801 5-bromo-2-methoxy-6-(methylamino)nicotinic acid C8H9BrN2O3 详情 详情
(XV) 53998 5-bromo-N-[(6S)-1-ethyl-4-methyl-1,4-diazepan-6-yl]-2-methoxy-6-(methylamino)nicotinamide n/a C16H26BrN5O2 详情 详情
(XVI) 23808 Fumaric acid; (E)-2-butenedioic acid 110-17-8 C4H4O4 详情 详情

合成路线7

该中间体在本合成路线中的序号:(I)

The protection of the NH2 group of L-serine (I) with Ts-Cl and TEA gives N-tosyl-L-serine (II), which is converted into the N-methylamide (III). The cyclization of (III) by means of diisopropylazodicarboxylate (DIAD) yields the N-tosylaziridine (IV), which is treated with ethylamine (V) to afford the diaminopropionamide (VI). The reduction of the amide group of (VI) with LiAlH4 provides the triaminopropane (VII), which is submitted to a reductive cyclization with glyoxal and BH3/TEA to give the perhydro-1,4-diazepine (VIII). Ts deprotection in (VIII) by means of HBr affords the 1-ethyl-4-methylperhydro-1,4-diazepin-6(R)-amine (IX), which is condensed with 5-bromo-2-methoxy-6-(methylamino)pyridine-3-carboxylic acid (X) by means of ethyl chloroformate and TEA to yield the target amide (XI). Finally, this compound is treated with fumaric acid (XII) in ethanol to afford the desired fumarate salt.

1 Hirokawa, Y.; et al.; Process development of the synthetic route to (R)-6-amino-1-ethyl-4-methylhexahydro-1,4-diazepine. Org Process Res Dev 2002, 6, 1, 28.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 54002 methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate n/a C11H15NO5S 详情 详情
(III) 54003 (2S)-3-hydroxy-N-methyl-2-{[(4-methylphenyl)sulfonyl]amino}propanamide n/a C11H16N2O4S 详情 详情
(IV) 54004 (2S)-N-methyl-1-[(4-methylphenyl)sulfonyl]-2-aziridinecarboxamide n/a C11H14N2O3S 详情 详情
(V) 10928 Ethanamine 75-04-7 C2H7N 详情 详情
(VI) 54005 (2S)-3-(ethylamino)-N-methyl-2-{[(4-methylphenyl)sulfonyl]amino}propanamide n/a C13H21N3O3S 详情 详情
(VII) 54006 N-{(1R)-2-(ethylamino)-1-[(methylamino)methyl]ethyl}-4-methylbenzenesulfonamide n/a C13H23N3O2S 详情 详情
(VIII) 54007 N-[(6S)-1-ethyl-4-methyl-1,4-diazepan-6-yl]-4-methylbenzenesulfonamide n/a C15H25N3O2S 详情 详情
(IX) 17802 (6S)-1-ethyl-4-methyl-1,4-diazepan-6-ylamine; (6S)-1-ethyl-4-methyl-1,4-diazepan-6-amine C8H19N3 详情 详情
(X) 17801 5-bromo-2-methoxy-6-(methylamino)nicotinic acid C8H9BrN2O3 详情 详情
(XI) 53998 5-bromo-N-[(6S)-1-ethyl-4-methyl-1,4-diazepan-6-yl]-2-methoxy-6-(methylamino)nicotinamide n/a C16H26BrN5O2 详情 详情
(XII) 23808 Fumaric acid; (E)-2-butenedioic acid 110-17-8 C4H4O4 详情 详情

合成路线8

该中间体在本合成路线中的序号:(I)

The cyclization of L-serine (I) with pivalaldehyde (II) by means of LDA in THF gives the oxazolidine (III), which is acylated with formic and acetic anhydride yielding the N-formyloxazolidine (IV). The reaction of (IV) with LDA affords the chiral enol (V), which is treated with allyl bromide in THF to give the chiral 4-allyloxazolidine (VI). Cleavage of the oxazolidine ring with acetyl chloride and treatment with benzyl chloroformate yields the protected chiral 2-allylserine (VII), which is oxidized with oxalyl chloride to the corresponding aldehyde (VIII). The Wittig condensation of (VIII) with triphenylphosphoranylideneacetic acid methyl ester (IX) affords the intermediate (X), which is submitted to UV irradiation with an Hanovia medium pressure mercury lamp through a Pyrex filter in benzene containing benzophenone. A mixture of isomeric bicyclic compounds from which the desired compound (XI) is isolated by column chromatography. The hydrogenation of (IX) with H2 over Pd/C in methanol provides the bicyclic aminoester (XII), which is finally hydrolyzed with 6N HCl.

1 von Diester, S.; et al.; Stereoselektive Alkylierung an C(alpha) von Serin, Glycerinsaure, Threonin und Weinsaure uber heterocyclische Enolate mit exocyclischer Doppelbindung. Helv Chim Acta 1987, 70, 1194-1216.
2 Kozikowski, A.P.; et al.; Synthesis and biology of the conformationally restricted ACPD analogue, 2-aminobicyclo[2.1.1]hexane-2,5-dicarboxylic acid-I, a potent mGluR agonist. J Med Chem 1998, 41, 10, 1641.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
10101 Benzyloxycarbonyl chloride; Benzyl chloroformate; 1-[[(Chlorocarbonyl)oxy]methyl]benzene 501-53-1 C8H7ClO2 详情 详情
11463 3-Bromo-1-propene; 3-Bromopropene;allyl bromide 106-95-6 C3H5Br 详情 详情
(I) 20915 methyl (2S)-2-amino-3-hydroxypropanoate 5680-80-8 C4H9NO3 详情 详情
(II) 19797 Trimethylacetaldehyde; pivalaldehyde; 2,2-Dimethylpropionaldehyde; 2,2-Dimethylpropanal 630-19-3 C5H10O 详情 详情
(III) 36839 methyl (4S)-2-(tert-butyl)-1,3-oxazolidine-4-carboxylate C9H17NO3 详情 详情
(IV) 36840 methyl (4S)-2-(tert-butyl)-3-formyl-1,3-oxazolidine-4-carboxylate C10H17NO4 详情 详情
(V) 36841 lithium [(2R)-2-(tert-butyl)-3-formyl-1,3-oxazolidin-4-ylidene](methoxy)methanolate C10H16LiNO4 详情 详情
(VI) 36842 methyl (2R,4S)-4-allyl-2-(tert-butyl)-3-formyl-1,3-oxazolidine-4-carboxylate C13H21NO4 详情 详情
(VII) 36843 methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-2-(hydroxymethyl)-4-pentenoate C15H19NO5 详情 详情
(VIII) 36844 methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-2-(2-oxoethyl)-4-pentenoate C16H19NO5 详情 详情
(IX) 14689 Methyl (triphenylphosphoranylidene)acetate; (methoxycarbonylmethylene)triphenylphosphorane;Methyl 2-(triphenyl-lambda(5)-phosphanylidene)acetate 2605-67-6 C21H19O2P 详情 详情
(X) 36845 dimethyl (E,4S)-4-allyl-4-[[(benzyloxy)carbonyl]amino]-2-pentenedioate C18H21NO6 详情 详情
(XI) 36846 dimethyl (1R,2S,4R,5S)-2-[[(benzyloxy)carbonyl]amino]bicyclo[2.1.1]hexane-2,5-dicarboxylate C18H21NO6 详情 详情
(XII) 36847 dimethyl (1R,2S,4R,5S)-2-aminobicyclo[2.1.1]hexane-2,5-dicarboxylate C10H15NO4 详情 详情
Extended Information