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【结 构 式】 
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【分子编号】62471 【品名】methyl 2-hydroxy-3-(4-methoxyphenyl)-3-[(2-nitrophenyl)sulfanyl]propanoate 【CA登记号】 |
【 分 子 式 】C17H17NO6S 【 分 子 量 】363.39112 【元素组成】C 56.19% H 4.72% N 3.85% O 26.42% S 8.82% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(III)The racemic precursor threo-hydroxy nitro ester (III), prepared by addition of 2-nitrothiophenol (II) to the racemic trans-glycidate (I), has been optically resolved by enantioselective lipase-catalyzed esterification of the (R,R)-isomer, producing the (R,R)-acetate (IV), while leaving unaltered the target intermediate, the (S,S)-hydroxy nitroester enantiomer (V). The racemic hydroxy nitro ester (III) has also been resolved through formation of the diastereoisomeric salts with L-lysine
| 【1】 Kanerva, L.T.; Sundholm, O.; Lipase catalysis in the resolution of racemic intermediates of diltiazem synthesis in organic solvents. J Chem Soc - Perkins Trans I 1993, 13, 1385. |
| 【2】 Senuma, M.; Shibazaki, M.; Nishimoto, S.; Shibata,K.; Okamura, K.; Date, T.; The practical resolution of (2RS,3RS)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionic acid, a key intermediate for diltiazem, with L-lysine. Chem Pharm Bull 1989, 37, 12, 3204. |
| 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) | 11907 | Dimethylaminoethyl chloride; 2-Dimethylaminoethyl chloride; 2-Chloro-N,N-dimethyl-1-ethanamine; N-(2-Chloroethyl)-N,N-dimethylamine | 107-99-3 | C4H10ClN | 详情 | 详情 |
| (II) | 62460 | 2-nitrobenzenethiol; 2-nitrophenylhydrosulfide | C6H5NO2S | 详情 | 详情 | |
| (III) | 62471 | methyl 2-hydroxy-3-(4-methoxyphenyl)-3-[(2-nitrophenyl)sulfanyl]propanoate | C17H17NO6S | 详情 | 详情 | |
| (IV) | 62472 | methyl (2R,3R)-2-(acetyloxy)-3-(4-methoxyphenyl)-3-[(2-nitrophenyl)sulfanyl]propanoate | C19H19NO7S | 详情 | 详情 | |
| (V) | 63417 | methyl (2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-[(2-nitrophenyl)sulfanyl]propanoate | C17H17NO6S | 详情 | 详情 |
Extended Information