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【结 构 式】

【分子编号】47827

【品名】(2R)-1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide

【CA登记号】

【 分 子 式 】C18H28N2O

【 分 子 量 】288.4332

【元素组成】C 74.96% H 9.78% N 9.71% O 5.55%

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:(R)-(I)

Improved yield in the synthesis of levobupivacaine. An improved yield in the synthesis of levobupivacaine can be obtained by recovering the unwanted (R)-enantiomer side product in the optical resolution of the racemic bupivacaine. The treatment of (R)-(I) with refluxing propionic acid causes its racemization, yielding racemic-(I) (bupivacaine), which is then submitted to a new optical resolution process using dibenzoyl-L-tartaric acid.

1 Zavareh, H.S.; Dyer, U.C.; Woods, M.; Hutton, G.; Langston, M.; Skead, B.M.; Frampton, G.A.C.; Lock, C.J.; Racemisation of R-bupivacaine: A key factor in the integrated and economic process for the production of levobupivacaine. Org Process Res Dev 2000, 4, 6, 530.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(rac)-(I) 17534 1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide 2180-92-9 C18H28N2O 详情 详情
(R)-(I) 47827 (2R)-1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide C18H28N2O 详情 详情
Extended Information