• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】22326

【品名】(E)-N,N-diethyl-2-butenamide

【CA登记号】

【 分 子 式 】C8H15NO

【 分 子 量 】141.21324

【元素组成】C 68.04% H 10.71% N 9.92% O 11.33%

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:(V)

Simultaneous bromination and esterification of 2'-hydroxyphenylacetic acid (I) using tetrabutylammonium tribromide in EtOH at r.t. afforded (II), which was O-alkylated with alpha-bromo-2,6-difluorotoluene (III) in the presence of K2CO3 in refluxing acetone to yield ether (IV). Subsequent Heck olefination of (IV) with diethyl crotonamide (V) in the presence of palladium acetate and tri-o-tolylphosphine provided cinnamide (VI). The target carboxylic acid was then obtained by saponification of the ethyl ester of (VI) with NaOH.

1 Greenspan, P.D.; Fujimoto, R.A.; Marshall, P.J.; Raychaudhuri, A.; Lipson, K.E.; Zhou, H.; Doti, R.A.; Coppa, D.E.; Zhu, L.; Pelletier, R.; Uziel-Fusi, S.; Jackson, R.H.; Chin, M.H.; Kotyuk, B.L.; Fitt, J.J.; Carboxy-substituted cinnamides: A novel series of potent, orally active LTB4 receptor antagonists. J Med Chem 1999, 42, 1, 164.
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) 22322 2-(2-hydroxyphenyl)acetic acid 614-75-5 C8H8O3 详情 详情
(II) 22323 ethyl 2-(5-bromo-2-hydroxyphenyl)acetate C10H11BrO3 详情 详情
(III) 22316 2-(bromomethyl)-1,3-difluorobenzene 85118-00-9 C7H5BrF2 详情 详情
(IV) 22325 ethyl 2-[5-bromo-2-[(2,6-difluorobenzyl)oxy]phenyl]acetate C17H15BrF2O3 详情 详情
(V) 22326 (E)-N,N-diethyl-2-butenamide C8H15NO 详情 详情
(VI) 22327 ethyl 2-[5-[(E)-3-(diethylamino)-1-methyl-3-oxo-1-propenyl]-2-[(2,6-difluorobenzyl)oxy]phenyl]acetate C25H29F2NO4 详情 详情
Extended Information