4-(3-amino-3-methylbutyl)benzoic acid -Drug Synthesis Database

【结构式】

【分子编号】23014

【品名】4-(3-amino-3-methylbutyl)benzoic acid

【CA登记号】

【分子式】C₁₂H₁₇NO₂

【分子量】207.27252

【元素组成】C 69.54% H 8.27% N 6.76% O 15.44%

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：(III)

The reaction of 4-(3-hydroxy-3-methylbutyl)benzoic acid (I) with HCN in acetic acid-H2SO4 gives 4-[3-(formylamino)-3-methyibutylbenzoic acid (II), which is hydrolyzed to the corresponding amine (III) with aqueous HCl at 100 C. The reaction of benzoic acid (III) with SOCl2 gives the corresponding acyl chloride (IV), which by reaction with NH3 is converted to the benzamide (V). Finally, this compound is condensed with styrene oxide (VI) by means of hexamethyldisylazane in DMSO and hydrolyzed with NaOH in butanone water.

参考文献中间体

合成目标

【1】 Weigel, L.O. (Eli Lilly and Company); Process for preparing 2-hydroxy-2-phenethylamines. EP 0104888 .
【2】 Mills, J.; Schmiegel, K.K.; Toomey, R.E. (Eli Lilly and Company); Phenethanolamines, their formulations, preparation. EP 0007206 .
【3】 Castaner, J.; Prous, J.; LY-195448. Drugs Fut 1988, 13, 12, 1045.

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)	23012	4-(3-hydroxy-3-methylbutyl)benzoic acid		C₁₂H₁₆O₃	详情	详情
(II)	23013	4-[3-(formylamino)-3-methylbutyl]benzoic acid		C₁₃H₁₇NO₃	详情	详情
(III)	23014	4-(3-amino-3-methylbutyl)benzoic acid		C₁₂H₁₇NO₂	详情	详情
(IV)	23015	4-(3-amino-3-methylbutyl)benzoyl chloride		C₁₂H₁₆ClNO	详情	详情
(V)	23016	4-(3-amino-3-methylbutyl)benzamide		C₁₂H₁₈N₂O	详情	详情
(VI)	23017	2-phenyloxirane	96-09-3	C₈H₈O	详情	详情

Extended Information