(1R,9R,13R)-10-[4-(4-fluorophenyl)-4-oxobutanoyl]-1,13-dimethyl-10-azatricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-4-yl 4-(4-fluorophenyl)-4-oxobutanoate -Drug Synthesis Database

【结构式】

【分子编号】39864

【品名】(1R,9R,13R)-10-[4-(4-fluorophenyl)-4-oxobutanoyl]-1,13-dimethyl-10-azatricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-4-yl 4-(4-fluorophenyl)-4-oxobutanoate

【CA登记号】

【分子式】C₃₄H₃₃F₂NO₅

【分子量】573.6365664

【元素组成】C 71.19% H 5.8% F 6.62% N 2.44% O 13.95%

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：(X)

The condensation of (VIII) with 3-(p-fluorobenzoyl)propionic acid (A) by means of ethyl chloroformate (B) and triethylamine in CHCl3 gives the corresponding N,O-diacyl derivative (X), which is then reduced with LiAlH4 in refluxing THF yielding 5,9-dimethyl-2-[4''-(p-fluorophenyl)4''-hydroxy-1''-butyl]-2'-hydroxy-5,9-dimethyl-6,7-benzomorphane (XI). Finally, this compound is oxidized with Jones reagent (H2CrO4 in H2SO4).

参考文献中间体

合成目标

【1】 Atsumi, T.; et al. (Sumitomo Chemical Co., Ltd.); Processes for producing 2-benzoylalkylbenzomorphan derivatives and their salts. DE 2114511; ES 389920; FR 2092005; GB 1311387 .
【2】 Castaner, J.; Paton, D.M.; ID-1229. Drugs Fut 1978, 3, 4, 298.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	11229	1-[(Chlorocarbonyl)oxy]ethane;ethyl carbonochloridate; Carbonchloridic acid ethyl ester;Ethyl chloroformate;Ethyl chlorocarbonate	541-41-3	C₃H₅ClO₂	详情	详情
(A)	39863	4-(4-fluorophenyl)-4-oxobutyric acid	366-77-8	C₁₀H₉FO₃	详情	详情
(VIII)	36016	(1R,9R,13R)-1,13-dimethyl-10-azatricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-4-ol		C₁₄H₁₉NO	详情	详情
(X)	39864	(1R,9R,13R)-10-[4-(4-fluorophenyl)-4-oxobutanoyl]-1,13-dimethyl-10-azatricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-4-yl 4-(4-fluorophenyl)-4-oxobutanoate		C₃₄H₃₃F₂NO₅	详情	详情
(XI)	39865	(1R,9R,13R)-10-[4-(4-fluorophenyl)-4-hydroxybutyl]-1,13-dimethyl-10-azatricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-4-ol		C₂₄H₃₀FNO₂	详情	详情

Extended Information