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【结 构 式】 
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【分子编号】62511 【品名】1-{(1S,2S)-2-[4-(benzyloxy)phenyl]-2-hydroxy-1-methylethyl}-4-phenyl-4-piperidinol 【CA登记号】 |
【 分 子 式 】C27H31NO3 【 分 子 量 】417.54808 【元素组成】C 77.67% H 7.48% N 3.35% O 11.5% |
合成路线1
该中间体在本合成路线中的序号：(IX)In a related process, the racemic piperidinyl ketone (VII) was initially resolved employing D-tartaric acid. The target (2S)-piperidinyl propanone (VIII) was then diastereoselectively reduced to the (1S,2S)-alcohol (IX) employing LiBH4 in EtOH. Finally, debenzylation of (IX) by catalytic hydrogenolysis yielded the title compound
| 【1】 Walinsky, S.W.; Rainville, J.P.; Sinay, T.G. Jr. (Pfizer Products Inc.); Process for the preparation of the mesylate salt trihydrate of 1-(4-hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidin-1-yl)-1-propanol and intermediates useful therefor. EP 1149831 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIIII) | 62512 | (2S)-1-[4-(benzyloxy)phenyl]-2-(4-hydroxy-4-phenyl-1-piperidinyl)-1-propanone | C27H29NO3 | 详情 | 详情 | |
| (VII) | 62510 | 1-[4-(benzyloxy)phenyl]-2-(4-hydroxy-4-phenyl-1-piperidinyl)-1-propanone | C27H29NO3 | 详情 | 详情 | |
| (IX) | 62511 | 1-{(1S,2S)-2-[4-(benzyloxy)phenyl]-2-hydroxy-1-methylethyl}-4-phenyl-4-piperidinol | C27H31NO3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IX)In a related process, the racemic piperidinyl ketone (VIII) was initially resolved employing D-tartaric acid and then subjected to a diastereoselective reduction to the (1S,2S)-alcohol (IX) employing LiBH4 in EtOH. Finally, debenzylation of (IX) by catalytic hydrogenolysis with Pd/C in EtOH and methanesulfonic acid, followed by addition of water, yielded the title compound
| 【1】 Walinsky, S.W.; Rainville, J.P.; Sinay, T.G. Jr. (Pfizer Products Inc.); Process for the preparation of the mesylate salt trihydrate of 1-(4-hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidin-1-yl)-1-propanol and intermediates useful therefor. EP 1149831 . |