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【结 构 式】 
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【分子编号】40670 【品名】2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride 【CA登记号】3970-21-6 |
【 分 子 式 】C4H9ClO2 【 分 子 量 】124.56696 【元素组成】C 38.57% H 7.28% Cl 28.46% O 25.69% |
合成路线1
该中间体在本合成路线中的序号：3-Hydroxybenzaldehyde (I) was protected as the methoxyethoxymethyl ether derivative (II) by treatment with methoxyethoxymethyl chloride and diisopropyl ethyl amine. Subsequent condensation of (II) with dimethyloxosulfonium methylide, generated from oxosulfonium salt (III) and NaH, gave rise to the racemic epoxide (IV). Kinetic resolution by hydrolysis with (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt (III) acetate complex provided the (S)-diol (V) along with the unreacted (R)-epoxide (VI), which were separated by column chromatography. Opening of the desired (R)-epoxide (VI) with methanolic methylamine gave amino alcohol (VII). Finally, removal of the methoxyethoxymethyl group by refluxing in methanolic HCl furnished the title compound.
| 【1】 Gurjar, M.K.; et al.; A practical synthesis of (R)-(-)-phenylephrine hydrochloride. Org Process Res Dev 1998, 2, 6, 422. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 11021 | Methanamine; Methylamine | 74-89-5 | CH5N | 详情 | 详情 | |
| 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 | |
| (I) | 28537 | 3-hydroxybenzaldehyde | 100-83-4 | C7H6O2 | 详情 | 详情 |
| (II) | 36802 | 3-[(2-methoxyethoxy)methoxy]benzaldehyde | C11H14O4 | 详情 | 详情 | |
| (III) | 29693 | Trimethylsulfoxonium iodide | 1774-47-6 | C3H9IOS | 详情 | 详情 |
| (IV) | 36803 | (2-methoxyethoxy)methyl 3-(2-oxiranyl)phenyl ether; 2-[3-[(2-methoxyethoxy)methoxy]phenyl]oxirane | C12H16O4 | 详情 | 详情 | |
| (V) | 36804 | (1S)-1-[3-[(2-methoxyethoxy)methoxy]phenyl]-1,2-ethanediol | C12H18O5 | 详情 | 详情 | |
| (VI) | 36805 | (2-methoxyethoxy)methyl 3-[(2R)oxiranyl]phenyl ether; (2R)-2-[3-[(2-methoxyethoxy)methoxy]phenyl]oxirane | C12H16O4 | 详情 | 详情 | |
| (VII) | 36806 | (1R)-1-[3-[(2-methoxyethoxy)methoxy]phenyl]-2-(methylamino)-1-ethanol | C13H21NO4 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)By condensation of erythromycin oxime (II) [obtained from erythromycin (I) and hydroxylamine hydrochloride] with (2 methoxyethoxy)methyl chloride (III) in the presence of NaHCO3 in refluxing acetone.
| 【1】 Gouin D'Ambrieres, S.; Chantot, J.F.; Gasc, J.C.; Lutz, A.; New ether oxime derivatives of erythromycin A: Preparation and antibacterial activities. 23rd Intersci Conf Antimicrob Agents Chemother (Oct 24-26, Las Vegas) 1983, Abst 447. |
| 【2】 Gouin, A.S.; Lutz, A.; Gasc, J.-C. (Aventis Pharmaceuticals, Inc.); Novel erythromycin a derivatives. EP 0033255; FR 2473525; JP 81100799; US 4349545 . |
| 【3】 Castaner, J.; Prous, J.; Roxithromycin. Drugs Fut 1986, 11, 9, 767. |
| 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) | 24317 | (4R,5R,6R,7S,9R,11R,12R,13S,14R)-6-[[(3R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-14-ethyl-7,12,13-trihydroxy-4-[[(2R,4R,5S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy]-5,7,9,11,13-pentamethyl-2,10-oxacycl | C36H65NO13 | 详情 | 详情 | |
| (II) | 24318 | (4R,5R,6R,7S,9R,11S,12R,13S,14R)-6-[[(3R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-14-ethyl-7,12,13-trihydroxy-4-[[(2R,4R,5S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy]-5,7,9,11,13-pentamethyl-2,10-oxacycl | C36H66N2O13 | 详情 | 详情 | |
| (III) | 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：The intermediate protected sulfonamide (IV) was prepared by condensation of 2-bromobenzenesulfonyl chloride (I) with 5-amino-3,4-dimethylisoxazole (II), followed by protection of the resulting sulfonamide (III) with (2-methoxyethoxy)methyl chloride and NaH.
| 【1】 Biphenylsulfonamide endothelin antagonists: Structure-activity relationships of a series of mono- and disubstituted analogues and pharmacology of the orally active endothelin antagonist 2'-amino-N-(3,4-dimethyl-5-isoxazolyl)-4'-(2-methylpropyl)[1,1'-biphe. J Med Chem 1998, 41, 26, 5198. |
| 【2】 Murugesan, N.; Hunt, J.T. (Bristol-Myers Squibb Co.); Phenyl sulfonamide and their use as endothelin antagonists. EP 0569193; JP 1994049046; US 5514696 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 | |
| (I) | 26890 | 2-bromobenzenesulfonyl chloride | 2905-25-1 | C6H4BrClO2S | 详情 | 详情 |
| (II) | 26891 | 3,4-dimethyl-5-isoxazolamine | 19947-75-2 | C5H8N2O | 详情 | 详情 |
| (III) | 26892 | 2-bromo-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide | C11H11BrN2O3S | 详情 | 详情 | |
| (IV) | 26893 | 2-bromo-N-(3,4-dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]benzenesulfonamide | C15H19BrN2O5S | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(V)The hydrolysis of N-(4,5-dimethyl-3-isoxazolyl)carbamic acid tert-butyl ester (I) with HCl in dioxane gives the corresponding amine (II), which is condensed with 2-bromophenylsulfonyl chloride (III) by means of DMAP in pyridine to yield the sulfonamide (IV). The alkylation of (I) with 2-methoxyethoxymethyl chloride (V) and NaH in DMF affords the N,N-disubstituted sulfonamide (VI), which is treated with trimethyl borate (VII) and BuLi in THF to provide the boronate (VIII). The condensation of (VIII) with 2-bromo-5-(2-oxazolyl)benzaldehyde (IX) by means of palladium tetrakis(triphenylphosphine) in hot toluene/ethanol gives the biphenyl derivative (X), which is deprotected by means of HCl in refluxing ethanol/water to yield the sulfonamide (XI). The reductive amination of (XI) with methylamine and NaBH(OAc)3 in dichloromethane/HOAc affords the secondary amine (XII), which is finally acylated with 3,3-dimethylbutyryl chloride and TEA in dichloromethane to furnish the target diamide.
| 【1】 Barrish, J.C.; Murugesan, N.; Gu, Z.; Morrison, R.A. (Bristol-Myers Squibb Co.); Endothelin antagonists: N-[[2'-[[4,5-dimethyl-3-isoxazolyl)amino]sulfonyl]-4-(2-oxazolyl) [1,1'-biphenyl]-2-yl]methyl]-N,3,3-trimethylbutanamide N-(4,5-dimethyl-3-isoxazolyl)-2'-[(3,3-dimethyl-2-oxo-1-pyrrolidinyl)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-. EP 0996618; JP 2002513397; US 6043265; WO 9833780 . |
| 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) | 55414 | tert-butyl 4,5-dimethyl-3-isoxazolylcarbamate | C10H16N2O3 | 详情 | 详情 | |
| (II) | 55415 | 4,5-dimethyl-3-isoxazolylamine; 4,5-dimethyl-3-isoxazolamine | C5H8N2O | 详情 | 详情 | |
| (III) | 26890 | 2-bromobenzenesulfonyl chloride | 2905-25-1 | C6H4BrClO2S | 详情 | 详情 |
| (IV) | 55416 | 2-bromo-N-(4,5-dimethyl-3-isoxazolyl)benzenesulfonamide | C11H11BrN2O3S | 详情 | 详情 | |
| (V) | 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 |
| (VI) | 55417 | 2-bromo-N-(4,5-dimethyl-3-isoxazolyl)-N-[(2-methoxyethoxy)methyl]benzenesulfonamide | C15H19BrN2O5S | 详情 | 详情 | |
| (VII) | 55418 | trimethyl borate | C3H9BO3 | 详情 | 详情 | |
| (VIII) | 55419 | dimethyl 2-({(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino}sulfonyl)phenylboronate | C17H25BN2O7S | 详情 | 详情 | |
| (IX) | 55420 | 2-bromo-5-(1,3-oxazol-2-yl)benzaldehyde | C10H6BrNO2 | 详情 | 详情 | |
| (X) | 55421 | N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(1,3-oxazol-2-yl)[1,1'-biphenyl]-2-sulfonamide | C25H25N3O7S | 详情 | 详情 | |
| (XI) | 55422 | N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-4'-(1,3-oxazol-2-yl)[1,1'-biphenyl]-2-sulfonamide | C21H17N3O5S | 详情 | 详情 | |
| (XII) | 55423 | N-(4,5-dimethyl-3-isoxazolyl)-N-methyl-2'-[(methylamino)methyl]-4'-(1,3-oxazol-2-yl)[1,1'-biphenyl]-2-sulfonamide | C23H24N4O4S | 详情 | 详情 | |
| (XIII) | 21738 | 3,3-dimethylbutanoyl chloride | 7065-46-5 | C6H11ClO | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：The protection of the NH group of siastatin B (I) with tert-butoxycarbonyl anhydride gives the N-protected intermediate (II), which is treated with benzaldehyde diethyl acetal and trimethylchlorosilane yielding the benzylidene ketal (III). The esterification of (III) with chloromethyl(2-methoxyethyl)ether and DIEA in DMF affords the activated ester (IV), which is reduced with NaBH4 in trifluoroethanol/THF giving the carbinol (V). The deacetylation of (V) with hot hydrazine yields the 2-aminopiperidine (VI), which is treated with ethyl trifluoroacetate and DIEA in hot DMF to afford the trifluoroacetamide (VII). The debenzylation of the cyclic ketal of (VII) with H2 over Pd/C in methanol gives the protected intermediate (VIII), which is finally deprotected with 4N HCl in hot dioxane.
| 【1】 Satoh, T.; et al.; A practical synthesis from siastatin B of (3S,4S, 5R,6R)-4,5-dihydroxy-6-(trifluoroacetamido)piperidine-3-carboxylic acid having antimetastatic activity in mice. Carbohydr Res 1996, 286, 173-178. |
| 【2】 Shitara, E.; A facile synthesis of D-galactose-type gem-diamine 1-N-iminosugar: A new family of galactosidase inhibitor. J Antibiot 1999, 52, 3, 348. |
| 【3】 Takeuchi, T.; Nishimura, Y.; Shitara, E. (Meiji Seika Kaisha, Ltd.; Microbial Chemistry Research Foundation); Siastatin B derivs. having glycosidase inhibitory activities and process for producing the same. EP 1142900; WO 0039140 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 | |
| 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 | |
| (I) | 30929 | (3S,4S,5R,6R)-6-(acetamido)-4,5-dihydroxy-3-piperidinecarboxylic acid | C8H14N2O5 | 详情 | 详情 | |
| (II) | 30930 | (3S,4S,5R,6S)-6-(acetamido)-1-(tert-butoxycarbonyl)-4,5-dihydroxy-3-piperidinecarboxylic acid | C13H22N2O7 | 详情 | 详情 | |
| (III) | 30931 | (3aR,4S,7S,7aS)-4-(acetamido)-5-(tert-butoxycarbonyl)-2-phenylhexahydro[1,3]dioxolo[4,5-c]pyridine-7-carboxylic acid | C20H26N2O7 | 详情 | 详情 | |
| (IV) | 30932 | 5-(tert-butyl) 7-[(2-methoxyethoxy)methyl] (3aR,4S,7S,7aS)-4-(acetamido)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5,7(4H)-dicarboxylate | C24H34N2O9 | 详情 | 详情 | |
| (V) | 30933 | tert-butyl (3aR,4S,7R,7aS)-4-(acetamido)-7-(hydroxymethyl)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C20H28N2O6 | 详情 | 详情 | |
| (VI) | 30934 | tert-butyl (3aR,4S,7R,7aS)-4-amino-7-(hydroxymethyl)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C18H26N2O5 | 详情 | 详情 | |
| (VII) | 30935 | tert-butyl (3aR,4S,7R,7aS)-7-(hydroxymethyl)-2-phenyl-4-[(2,2,2-trifluoroacetyl)amino]tetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C20H25F3N2O6 | 详情 | 详情 | |
| (VIII) | 30936 | tert-butyl (2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-[(2,2,2-trifluoroacetyl)amino]-1-piperidinecarboxylate | C13H21F3N2O6 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(II)3,5-Dichlorosalicylaldehyde (I) was protected by treatment with methoxyethoxymethyl chloride (II) in the presence of K2CO3 in DMF. The protected aldehyde (III) was then condensed with (S)-phenylglycinol (IV) to give the chiral imine (V). Addition of the Reformatskii reagent (VI) to the imine function gave rise to aminoester (VII) as a single diastereoisomer. Dealkylation of (VII) with lead tetraacetate furnished the chiral primary amine (VIII). Subsequent acidic treatment of (VIII) cleaved the methoxyethoxy protecting group and the tert-butyl ester to afford (IX). Amine (IX) was then coupled with N-Boc-glycine N-hydroxysuccinimidyl ester (X), producing amide (XI). Acid cleavage of the N-Boc group of (XI) then yielded the intermediate (XII).
| 【2】 Ruminski, P.G.; Rogers, T.E. (Pharmacia Corp.); Meta-azacyclic amino benzoic acid cpds. and derivs. thereof being integrin antagonists. EP 1060164; WO 9944994 . |
| 【3】 Gordon, G.B.; Ruminski, P.G.; Nickols, G.A.; Westlin, W.F.; Rogers, T.E.; Cunningham, J. (Pharmacia Corp.); Use of integrin antagonist and a chemotherapeutic agent in the treatment of neoplasia. WO 0051686 . |
| 【1】 Ruminski, P.G.; Clare, M.; Collins, P.W.; Desai, B.N.; Lindmark, R.J.; Rico, J.G.; Rogers, T.E.; Russell, M.A. (Pharmacia Corp.); Meta-guanidine, urea, thiourea or azacyclic amino benzoic acid derivs. as integrin antagonists. EP 0850221; JP 1999510814; US 6013651; WO 9708145 . |
| 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) | 21323 | 3,5-dichloro-2-hydroxybenzaldehyde; 3,5-Dichlorosalicylaldehyde | 90-60-8 | C7H4Cl2O2 | 详情 | 详情 |
| (II) | 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 |
| (III) | 47968 | 3,5-dichloro-2-[(2-methoxyethoxy)methoxy]benzaldehyde | C11H12Cl2O4 | 详情 | 详情 | |
| (IV) | 10973 | (2S)-2-Amino-2-phenyl-1-ethanol; (S)-2-Hydroxy-1-phenylethylamine; (S)-(+)-2-Phenylglycinol; (S)-2-Amino-2-phenyl-1-ethanol | 20989-17-7 | C8H11NO | 详情 | 详情 |
| (V) | 47969 | (2R)-2-[((E)-[3,5-dichloro-2-[(2-methoxyethoxy)methoxy]phenyl]methylidene)amino]-2-phenyl-1-ethanol | C19H21Cl2NO4 | 详情 | 详情 | |
| (VI) | 40586 | bromo[2-(tert-butoxy)-2-oxoethyl]zinc | C6H11BrO2Zn | 详情 | 详情 | |
| (VII) | 47970 | tert-butyl (3S)-3-[3,5-dichloro-2-[(2-methoxyethoxy)methoxy]phenyl]-3-[[(1R)-2-hydroxy-1-phenylethyl]amino]propanoate | C25H33Cl2NO6 | 详情 | 详情 | |
| (VIII) | 47971 | tert-butyl (3S)-3-amino-3-[3,5-dichloro-2-[(2-methoxyethoxy)methoxy]phenyl]propanoate | C17H25Cl2NO5 | 详情 | 详情 | |
| (IX) | 47972 | ethyl (3S)-3-amino-3-(3,5-dichloro-2-hydroxyphenyl)propanoate | C11H13Cl2NO3 | 详情 | 详情 | |
| (X) | 16364 | tert-butyl N-[2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]carbamate; N-T-BOC-glycine N-hydroxysuccinimide ester | 3392-07-2 | C11H16N2O6 | 详情 | 详情 |
| (XI) | 47973 | ethyl (3S)-3-([2-[(tert-butoxycarbonyl)amino]acetyl]amino)-3-(3,5-dichloro-2-hydroxyphenyl)propanoate | C18H24Cl2N2O6 | 详情 | 详情 | |
| (XII) | 47974 | ethyl (3S)-3-[(2-aminoacetyl)amino]-3-(3,5-dichloro-2-hydroxyphenyl)propanoate | C13H16Cl2N2O4 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：Reaction of salicylaldehyde (I) with iodine monochloride produced 2-hydroxy-5-iodobenzaldehyde (II), which was protected with (2-methoxyethoxy) methyl chloride to give ether (III). Reduction of the aldehyde group of (III) with NaBH4 yielded alcohol (IV) and subsequent treatment with N-bromosuccinimide and triphenylphosphine generated bromide (V). N-Boc-3-aminopyrrolidinone (VII) was prepared by cyclization of (S)-alpha-Boc-2,4-diaminobutyric acid (VI) in the presence of EDC and HOBt. Subsequent alkylation of (VII) with bromide (V) produced the N-benzylpyrrolidinone derivative (VIII). Displacement of iodide group of (VIII) by zinc cyanide gave nitrile (IX). Then, acid cleavage of both Boc and MEM protecting groups furnished intermediate (X).
| 【1】 Ewing, W.R.; Becker, M.R.; Choi-Sledeski, Y.M.; Pauls, H.W.; McGarry, D.G.; Davis, R.S.; Spada, A.P. (Aventis Pharma SA); Substd. sulfonic acid N-[(aminoiminomethyl)phenylalkyl]-azaheterocyclamide cpds.. EP 0894088; JP 2000505815; US 5731315; WO 9824784 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 | |
| (I) | 21351 | 2-Hydroxybenzaldehyde;Salicylic aldehyde；2-Formylphenol;salicylaldehyde | 90-02-8 | C7H6O2 | 详情 | 详情 |
| (II) | 31671 | 2-hydroxy-5-iodobenzaldehyde | C7H5IO2 | 详情 | 详情 | |
| (III) | 31672 | 5-iodo-2-[(2-methoxyethoxy)methoxy]benzaldehyde; 5-iodo-2-[(2-methoxyethoxy)methoxy]benzaldehyde | C11H13IO4 | 详情 | 详情 | |
| (IV) | 31673 | [5-iodo-2-[(2-methoxyethoxy)methoxy]phenyl]methanol | C11H15IO4 | 详情 | 详情 | |
| (V) | 31674 | 2-[[2-(bromomethyl)-4-iodophenoxy]methoxy]ethyl methyl ether; 2-(bromomethyl)-4-iodo-1-[(2-methoxyethoxy)methoxy]benzene | C11H14BrIO3 | 详情 | 详情 | |
| (VI) | 29493 | (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butyric acid | C9H18N2O4 | 详情 | 详情 | |
| (VII) | 29492 | tert-butyl (3S)-2-oxopyrrolidinylcarbamate | C9H16N2O3 | 详情 | 详情 | |
| (VIII) | 31675 | tert-butyl (3S)-1-[5-iodo-2-[(2-methoxyethoxy)methoxy]benzyl]-2-oxopyrrolidinylcarbamate | C20H29IN2O6 | 详情 | 详情 | |
| (IX) | 31676 | tert-butyl (3S)-1-[5-cyano-2-[(2-methoxyethoxy)methoxy]benzyl]-2-oxopyrrolidinylcarbamate | C21H29N3O6 | 详情 | 详情 | |
| (X) | 31677 | 3-[[(3S)-3-amino-2-oxopyrrolidinyl]methyl]-4-hydroxybenzonitrile | C12H13N3O2 | 详情 | 详情 |