4-(dichloroboryl)-1,1'-biphenyl -Drug Synthesis Database

【结构式】

【分子编号】31204

【品名】4-(dichloroboryl)-1,1'-biphenyl

【CA登记号】

【分子式】C₁₂H₉BCl₂

【分子量】234.91986

【元素组成】C 61.35% H 3.86% B 4.6% Cl 30.18%

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：(IV)

Felbinac ethyl can be obtained in two different ways: 1) The Friedel-Craft's condensation of 2-chloro-2-(methylthio)acetic acid ethyl ester (I) with biphenyl (II) by means of SnCl4 in dichloromethane gives 2-(methylthio)-4-biphenylylacetic acid ethyl ester (III), which is reduced with Zn in acetic acid. 2) By condensation of diazoacetic acid ethyl ester (V) with 4-biphenylyldichloroborane (VI) in THF.

参考文献中间体

合成目标

【1】 Purcell, T.A.; Rivron, L.; Zard, L. (Sanofi-Synthelabo ); Method for the preparation of 4-biphenylacetic acids. AU 8782884; EP 0272981; FR 2608206; JP 1988185975; US 4810723 .
【2】 Hooz, J.; Bridson, J.N.; Calzada, J.G.; Brown, H.C.; Midland, M.M.; Levy, A.B.; The reaction of alkyl- and aryldichloroboranes with ethyl diazoacetate at low temperature. J Org Chem 1973, 38, 14, 2574-76.
【3】 Prous, J.; Castaner, J.; LM-001. Drugs Fut 1990, 15, 11, 1077.

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)	31202	1,1'-biphenyl	92-52-4	C₁₂H₁₀	详情	详情
(II)	21726	ethyl 2-chloro-2-(methylsulfanyl)acetate		C₅H₉ClO₂S	详情	详情
(III)	31203	ethyl 2-[1,1'-biphenyl]-4-yl-2-(methylsulfanyl)acetate		C₁₇H₁₈O₂S	详情	详情
(IV)	31204	4-(dichloroboryl)-1,1'-biphenyl		C₁₂H₉BCl₂	详情	详情
(V)	31205	2-Diazoacetic acid ethyl ester		C₄H₆N₂O₂	详情	详情

Extended Information