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【结 构 式】 
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【分子编号】25351 【品名】(4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone 【CA登记号】102029-44-7 |
【 分 子 式 】C10H11NO2 【 分 子 量 】177.20288 【元素组成】C 67.78% H 6.26% N 7.9% O 18.06% |
合成路线1
该中间体在本合成路线中的序号：(VI)The Friedel Craft condensation of 1,3-difluorobenzene (I) with succinic anhydride (II) gives the 4-oxobutyric acid (III); which by a Wittig reaction with methylene triphenylphosphorane (IV) yields the 4-pentenoic acid (V). The condensation of (V) with the chiral auxiliary, 4(R)-benyzloxazolidin-2-one (VI) by means of pivaloyl chloride and BuLi affords the chiral imide (VII), which is submitted to a diastereoselective hydroxymethylation with trioxane and TiCl4 in THF to provide the hydroxymethyl adduct (VIII). The direct iodocyclization of (VIII) by means of I2 and pyridine in acetonitrile gives the chiral cis-tetrahydrofuran derivative (IX). The reductive cleavage of the chiral auxiliary of (IX) by means of LiBH4 in THF yields the iodoalcohol (X)???(X)a, which is condensed with 1,2,4-triazole sodium salt (XI) to afford the adduct (XII). Finally, this compound is treated with Ts-Cl and pyridine to afford the target intermediate tosylate (XIII) (see scheme no. 20027601a, intermediate no. (II)).
| 【1】 Saksena, A.K.; Girijavallabhan, V.M.; Wang, H.Y.; Liu, Y.T.; Pike, R.E.; Ganguly, A.K.; Concise asymmetric routes to 2,2,4-trisubstituted tetrahydrofurans via chiral titanium imide enolates: Key intermediates towards synthesis of highly active azole antifungals Sch 51048 and Sch 56592. Tetrahedron Lett 1996, 37, 32, 5657. |
| 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) | 13095 | m-Difluorobenzene; 1,3-Difluorobenzene | 372-18-9 | C6H4F2 | 详情 | 详情 |
| (II) | 11291 | Dihydro-2,5-furandione; Succinic anhydride | 108-30-5 | C4H4O3 | 详情 | 详情 |
| (III) | 17089 | 4-(2,4-difluorophenyl)-4-oxobutyric acid | 110931-77-6 | C10H8F2O3 | 详情 | 详情 |
| (IV) | 27301 | methylene(triphenyl)phosphorane | C19H17P | 详情 | 详情 | |
| (V) | 17090 | 4-(2,4-difluorophenyl)-4-pentenoic acid | C11H10F2O2 | 详情 | 详情 | |
| (VI) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (VII) | 58310 | (4R)-4-benzyl-3-[4-(2,4-difluorophenyl)-4-pentenoyl]-1,3-oxazolidin-2-one | C21H19F2NO3 | 详情 | 详情 | |
| (VIII) | 58311 | (4R)-4-benzyl-3-[(2S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)-4-pentenoyl]-1,3-oxazolidin-2-one | C22H21F2NO4 | 详情 | 详情 | |
| (IX) | 58312 | (4R)-4-benzyl-3-{[(3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydro-3-furanyl]carbonyl}-1,3-oxazolidin-2-one | C22H20F2INO4 | 详情 | 详情 | |
| (X) | 17096 | [(3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydro-3-furanyl]methanol | C12H13F2IO2 | 详情 | 详情 | |
| (XI) | 16341 | 1H-1,2,4-triazol-1-ylsodium | C2H2N3Na | 详情 | 详情 | |
| (XII) | 16343 | [(3R,5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-ylmethyl)tetrahydro-3-furanyl]methanol | C14H15F2N3O2 | 详情 | 详情 | |
| (XIII) | 16311 | [(3S,5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-ylmethyl)tetrahydro-3-furanyl]methyl 4-methylbenzenesulfonate | C21H21F2N3O4S | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XVIII)Chiral acetylenic ketone intermediate (XXIV): The oxidation of 6-(trimethylsilyl)-5-hexyn-1-ol (XVI) with PCC in DMF gives the carboxylic acid (XVII), which is condensed with the chiral auxiliary (XVIII) by means of Piv-Cl and TEA in THF to yield the acyloxazolidine (XIX). The diastereoselective methylation of (XIX) with Me-I and NaHMDS in THF affords the methylated compound (XX), which by reductive elimination of the chiral auxiliary with LiBH4 in ethyl ether provides the chiral alcohol (XXI). The oxidation of (XXI) with (COCl)2 and DMSO in dichloromethane leads to the aldehyde (XXII), which by a Grignard reaction with Me-MgBr in ethyl ether is converted into the secondary alcohol (XXIII). Finally, this compound is oxidized with (COCl)2 as before to yield the chiral acetylenic ketone intermediate (XXIV)
| 【1】 Duan, M.S.; Paquette, L.A.; Enantioselective total synthesis of the cyclophilin-binding immunosuppressive agent sanglifehrin A. Angew Chem. Int Ed 2001, 40, 19, 3632. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVI) | 60113 | 6-(trimethylsilyl)-5-hexyn-1-ol | C9H18OSi | 详情 | 详情 | |
| (XVII) | 60114 | 6-(trimethylsilyl)-5-hexynoic acid | C9H16O2Si | 详情 | 详情 | |
| (XVIII) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (XIX) | 60115 | (4S)-4-benzyl-3-[6-(trimethylsilyl)-5-hexynoyl]-1,3-oxazolidin-2-one | C19H25NO3Si | 详情 | 详情 | |
| (XX) | 60116 | (4S)-4-benzyl-3-[(2S)-2-methyl-6-(trimethylsilyl)-5-hexynoyl]-1,3-oxazolidin-2-one | C20H27NO3Si | 详情 | 详情 | |
| (XXI) | 60117 | (2S)-2-methyl-6-(trimethylsilyl)-5-hexyn-1-ol | C10H20OSi | 详情 | 详情 | |
| (XXII) | 60118 | (2S)-2-methyl-6-(trimethylsilyl)-5-hexynal | C10H18OSi | 详情 | 详情 | |
| (XXIII) | 60119 | (3S)-3-methyl-7-(trimethylsilyl)-6-heptyn-2-ol | C11H22OSi | 详情 | 详情 | |
| (XXIV) | 60120 | (3S)-3-methyl-7-(trimethylsilyl)-6-heptyn-2-one | C11H20OSi | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(I)The reaction of 4(R)-benzyloxazolidin-2-one (I) with 3-phenylpropionyl chloride (II) by means of BuLi in THF gives 4(R)-benzyl-3-(3-phenylpropionyl)oxazolidin-2-one (III), which is condensed with 4-bromo-2-fluorobenzaldehyde (IV) by means of dibutylboron triflate or TiCl4 yielding the chiral intermediate (V). The reductive elimination of the oxazolidinone group affords (1R,2S)-2-benzyl-1-(4-bromo-2-fluorophenyl)propane-1,3-diol (VI), which is cyclized by means of sodium bis(trimethylsilyl)amide in hot DMSO to give the chiral dihydro-1-benzopyran (VII).The reaction of (VII) with the borane-THF complex and methyllithium in THF affords the boronic acid (VIII), which is condensed with 2-iodo-4-(trifluoromethyl)benzoic acid ethyl ester (IX) by means of KF and Pd/C in refluxing ethanol to provide the ethyl ester (X) of the target comopound. Finally, this compound is hydrolyzed with NaOH in refluxing isopropanol.
| 【1】 Piscopio, A.D.; Hawkins, J.M.; Caron, S.; Kelly, S.E.; Raggon, J.W.; Ruggeri, S.G.; Castaldi, M.J.; Dugger, R.W. (Pfizer Inc.); Processes and intermediates for preparing substd. chromanol derivs.. WO 9811085 . |
| 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) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (II) | 16240 | 3-phenylpropanoyl chloride; Hydrocinnamoylchloride | 645-45-4 | C9H9ClO | 详情 | 详情 |
| (III) | 27829 | (4R)-4-benzyl-3-(3-phenylpropanoyl)-1,3-oxazolidin-2-one | C19H19NO3 | 详情 | 详情 | |
| (IV) | 27830 | 4-bromo-2-fluorobenzaldehyde | 57848-46-1 | C7H4BrFO | 详情 | 详情 |
| (V) | 27831 | (4R)-4-benzyl-3-[(2R,3R)-2-benzyl-3-(4-bromo-2-fluorophenyl)-3-hydroxypropanoyl]-1,3-oxazolidin-2-one | C26H23BrFNO4 | 详情 | 详情 | |
| (VI) | 27832 | (1R,2S)-2-benzyl-1-(4-bromo-2-fluorophenyl)-1,3-propanediol | C16H16BrFO2 | 详情 | 详情 | |
| (VII) | 27833 | (3S,4R)-3-benzyl-7-bromo-5-fluoro-3,4-dihydro-2H-chromen-4-ol | C16H14BrFO2 | 详情 | 详情 | |
| (VIII) | 27834 | (3S,4R)-3-benzyl-4-hydroxy-3,4-dihydro-2H-chromen-7-ylboronic acid | C16H17BO4 | 详情 | 详情 | |
| (IX) | 27835 | ethyl 2-iodo-4-(trifluoromethyl)benzoate | C10H8F3IO2 | 详情 | 详情 | |
| (X) | 27836 | ethyl 2-[(3S,4R)-3-benzyl-4-hydroxy-3,4-dihydro-2H-chromen-7-yl]-4-(trifluoromethyl)benzoate | C26H23F3O4 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(III)4-Methylvaleric acid (I) was converted to acid chloride (II) and then condensed with (S)-4-benzyl-2-oxazolidinone (III) to give (IV). Subsequent alkylation of (IV) with tert-butyl bromoacetate (V) in the presence of sodium bis(trimethylsilyl)amide produced the chiral intermediate (VI), which was hydrolyzed with lithium peroxide to yield (R)-2-isobutylsuccinic acid 4-tert-butyl ester (VII). Further alkylation of (VII) with 4-bromo-1-butene (VIII) afforded a 6:1 mixture of syn/anti isobutenyl compounds (IX), which upon isomerization with LDA in THF at -20 C, followed by quenching with MeOH, provided a 1:1.5 mixture of isomers. Condensation of N-Boc-L-tyrosine (X) with methylamine in the presence of EDC and HOBt gave amide (XI). Then, removal of the Boc protecting group with HCl in dioxan yielded tyrosinamide (XII). This was coupled to succinic acid derivative (IX) using EDC and HOBt to afford the corresponding amide (XIII) as an epimeric mixture. Hydroboration of the butenyl double bond, followed by oxidative treatment with H2O2 produced alcohol (XIV).
| 【1】 Sheppard, G.S.; Guo, Y.; Siummers, J.B.; Holms, J.H.; Steinman, D.H.; Michaelides, M.R.; Florjancic, A.S.; Xu, L.; Davidsen, S.K. (Abbott Laboratories Inc.); Macrocyclic inhibitors of matrix metalloproteinases and TNFalpha secretion. EP 1021423; WO 9830551 . |
| 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) | 25389 | 4-methylpentanoic acid | 646-07-1 | C6H12O2 | 详情 | 详情 |
| (II) | 25390 | 4-methylpentanoyl chloride | 38136-29-7 | C6H11ClO | 详情 | 详情 |
| (III) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (IV) | 25391 | (4S)-4-benzyl-3-(4-methylpentanoyl)-1,3-oxazolidin-2-one | C16H21NO3 | 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) | 25392 | tert-butyl (3R)-3-[[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl]-5-methylhexanoate | C22H31NO5 | 详情 | 详情 | |
| (VII) | 25393 | (2R)-2-[2-(tert-butoxy)-2-oxoethyl]-4-methylpentanoic acid | C12H22O4 | 详情 | 详情 | |
| (VIII) | 11720 | 4-Bromo-1-butene | 5162-44-7 | C4H7Br | 详情 | 详情 |
| (IX) | 25394 | (2R)-3-(tert-butoxycarbonyl)-2-isobutyl-6-heptenoic acid | C16H28O4 | 详情 | 详情 | |
| (X) | 25395 | (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionic acid | 3978-80-1 | C14H19NO5 | 详情 | 详情 |
| (XI) | 25396 | tert-butyl (1S)-1-(4-hydroxybenzyl)-2-(methylamino)-2-oxoethylcarbamate | C15H22N2O4 | 详情 | 详情 | |
| (XII) | 25397 | (2S)-2-amino-3-(4-hydroxyphenyl)-N-methylpropanamide | C10H14N2O2 | 详情 | 详情 | |
| (XIII) | 25398 | tert-butyl 2-[(1R)-1-([[(1S)-1-(4-hydroxybenzyl)-2-(methylamino)-2-oxoethyl]amino]carbonyl)-3-methylbutyl]-5-hexenoate | C26H40N2O5 | 详情 | 详情 | |
| (XIV) | 25399 | tert-butyl (3R)-3-([[(1S)-1-(4-hydroxybenzyl)-2-(methylamino)-2-oxoethyl]amino]carbonyl)-2-(4-hydroxybutyl)-5-methylhexanoate | C26H42N2O6 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(XI)3,4,5-Trimethoxyphenylacetic acid (IX) was alkylated with ethyl iodide in the presence of two equivalents of sodium bis(trimethylsilyl)amide to afford racemic trimethoxyphenylbutyric acid (X). After conversion to the corresponding acid chloride with SOCl2, condensation with (R)-4-benzyl-2-oxazolidinone (XI) in the presence of n-butyllithium gave N-acyloxazolidinone (XII) as a diastereomeric mixture that was separated by column chromatography. The required diastereoisomer was then hydrolyzed with lithium peroxide to provide (S)-2-(3,4,5-trimethoxyphenyl)butyric acid (XIII). Subsequent coupling of (XIII) with methyl (S)-pipecolate (XIV) employing 2-chloro-1-methylpyridinium iodide, followed by ester hydrolysis with LiOH, provided amide (XV). Further DCC-promoted coupling of (XV) to alcohol (VIII) provided (XVI). After acid cleavage of the tert-butyl ester, the resulting carboxylic acid was finally coupled to etylenediamine (XVII) in the presence of 1-benzotriazolyloxy tris(dimethylamino)phosphonium hexafluorophosphate to yield the title compound.
| 【1】 Yang, W.; Guo, T.; Keenan, T.P.; Laborde, E.; Holt, D.A. (Ariad Pharmaceuticals Inc.); Synthetic derivs. of rapamycin as multimerizing agents for chimeric proteins with immunophilin-derived domains. JP 2000505475; WO 9731898 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIII) | 25348 | tert-butyl 2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl]phenoxy]acetate | C23H30O6 | 详情 | 详情 | |
| (IX) | 25349 | 2-(3,4,5-trimethoxyphenyl)acetic acid | 937-52-0 | C11H14O5 | 详情 | 详情 |
| (X) | 25350 | 2-(3,4,5-trimethoxyphenyl)butyric acid | C13H18O5 | 详情 | 详情 | |
| (XI) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (XII) | 25352 | (4R)-4-benzyl-3-[2-(3,4,5-trimethoxyphenyl)butanoyl]-1,3-oxazolidin-2-one | C23H27NO6 | 详情 | 详情 | |
| (XIII) | 25353 | (2S)-2-(3,4,5-trimethoxyphenyl)butyric acid | C13H18O5 | 详情 | 详情 | |
| (XIV) | 25354 | methyl (2S)-2-piperidinecarboxylate | C7H13NO2 | 详情 | 详情 | |
| (XV) | 25355 | (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]-2-piperidinecarboxylic acid | C19H27NO6 | 详情 | 详情 | |
| (XVI) | 25356 | (1R)-1-[3-[2-(tert-butoxy)-2-oxoethoxy]phenyl]-3-(3,4-dimethoxyphenyl)propyl (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]-2-piperidinecarboxylate | C42H55NO11 | 详情 | 详情 | |
| (XVII) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(XVI)3-(Carbomethoxy)propionyl chloride (XV) is condensed with the chiral oxazolidine (XVI) to provide (XVII). Titanium-catalyzed Michael addition of acrylonitrile to the N-acyl oxazolidine (XVII) affords nitrile (XVIII), which is reduced to the primary amine (XIX) by catalytic hydrogenation in the presence of PtO2. Reductive alkylation of amine (XIX) with N-Boc-4-piperidone (XX) gives rise to the aminopiperidine (XXI). This is then cyclized to the piperidinyl piperidone (XXII) upon heating in acetonitrile. After alkaline hydrolysis of the methyl ester group of (XXII), coupling of the resultant acid (XXIII) with methylamine gives rise to the corresponding amide (XXIV). The N-Boc protecting group of (XXIV) is then removed by treatment with trifluoroacetic acid to furnish piperidine (XXV)
| 【1】 Carruthers, N.I.; Alaimo, C.A.; Shih, N.-Y.; Lavey, B.J.; Ting, P.C.; Reichard, G.A. (Schering Corp.); Substd. oximes as neurokinin antagonists. EP 1032561; WO 9926924 . |
| 【2】 Carruthers, N.I.; Reichard, G.A.; Shih, N.-Y.; Lavey, B.J.; Alaimo, C.A.; Ting, P.C. (Schering Corp.); Substd. oximes as neurokinin antagonists. US 6063926 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 10847 | Acrylonitrile | 107-13-1 | C3H3N | 详情 | 详情 |
| (XV) | 18060 | 4-Chloro-4-oxobutyric acid methyl ester; 3-Carbomethosypropionyl chloride; Methyl 4-chloro-4-oxobutanoate | 1490-25-1 | C5H7ClO3 | 详情 | 详情 |
| (XVI) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (XVII) | 61347 | methyl 4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoate | C15H17NO5 | 详情 | 详情 | |
| (XVIII) | 61348 | methyl (3R)-3-{[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl}-5-cyanopentanoate | C18H20N2O5 | 详情 | 详情 | |
| (XIX) | 61349 | methyl (3R)-6-amino-3-{[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl}hexanoate | C18H24N2O5 | 详情 | 详情 | |
| (XX) | 18620 | tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone | 79099-07-3 | C10H17NO3 | 详情 | 详情 |
| (XXI) | 61350 | tert-butyl 4-[((4R)-4-{[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl}-6-methoxy-6-oxohexyl)amino]-1-piperidinecarboxylate | C28H41N3O7 | 详情 | 详情 | |
| (XXII) | 61351 | C18H30N2O5 | 详情 | 详情 | ||
| (XXIII) | 61352 | C17H28N2O5 | 详情 | 详情 | ||
| (XXIV) | 61353 | C18H31N3O4 | 详情 | 详情 | ||
| (XXV) | 61354 | C13H23N3O2 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(II)m-Fluorocinnamic acid (I) is coupled to (S)-4-benzyloxazolidin-2-one (II), via the corresponding mixed anhydride with pivaloyl chloride, to furnish the N-cinnamoyl oxazolidinone (III). Cycloaddition of (III) with N-methoxymethyl-N-trimethylsilylmethyl benzylamine (IV) in the presence of trifluoroacetic acid produces a mixture of the diastereoisomeric pyrrolidines (V) and (VI), separable by column chromatography. The desired isomer (V) is then reduced by means of LiAlH4 to the primary alcohol (VII), which is further protected by silylation with t-butyldimethylsilyl chloride. The resultant silyl ether (VIII) is then subjected to benzyl group cleavage under transfer hydrogenation conditions, producing pyrrolidine (IX) (1).
| 【1】 Mills, S.G.; Kim, D.; Hale, J.; MacCoss, M.; Berk, S.; Chapman, K.; Lynch, C.; Caldwell, C.; Willoughby, C.; Rosauer, K. (Merck & Co., Inc.); Pyrrolidine modulators of chemokine receptor activity. US 6265434; WO 0059503 . |
| 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) | 63980 | m-Fluorocinnamic acid; (E)-3-(3-fluorophenyl)-2-propenoic acid | C9H7FO2 | 详情 | 详情 | |
| (II) | 25351 | (4R)-4-benzyl-1,3-oxazolidin-2-one; (R)-(+)-4-benzyl-2-oxazolidinone | 102029-44-7 | C10H11NO2 | 详情 | 详情 |
| (III) | 63983 | (4S)-4-benzyl-3-[(E)-3-(3-fluorophenyl)-2-propenoyl]-1,3-oxazolidin-2-one | C19H16FNO3 | 详情 | 详情 | |
| (IV) | 25556 | N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; N-benzyl-N-(methoxymethyl)(trimethylsilyl)methanamine | 1871-96-1 | C13H23NOSi | 详情 | 详情 |
| (V) | 63985 | (4S)-4-benzyl-3-{[(3R,4S)-1-benzyl-4-(3-fluorophenyl)pyrrolidinyl]carbonyl}-1,3-oxazolidin-2-one | C28H27FN2O3 | 详情 | 详情 | |
| (VI) | 63984 | (4S)-4-benzyl-3-{[(3S,4R)-1-benzyl-4-(3-fluorophenyl)pyrrolidinyl]carbonyl}-1,3-oxazolidin-2-one | C28H27FN2O3 | 详情 | 详情 | |
| (VII) | 63986 | [(3R,4S)-1-benzyl-4-(3-fluorophenyl)pyrrolidinyl]methanol | C18H20FNO | 详情 | 详情 | |
| (VIII) | 65130 | (3R,4S)-1-benzyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(3-fluorophenyl)pyrrolidine; [(3R,4S)-1-benzyl-4-(3-fluorophenyl)pyrrolidinyl]methyl tert-butyl(dimethyl)silyl ether | C24H34FNOSi | 详情 | 详情 | |
| (IX) | 63988 | (3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(3-fluorophenyl)pyrrolidine; tert-butyl(dimethyl)silyl [(3R,4S)-4-(3-fluorophenyl)pyrrolidinyl]methyl ether | C17H28FNOSi | 详情 | 详情 |