bromo[4-(tert-butyl)benzyl]magnesium -Drug Synthesis Database

【结构式】

【分子编号】34441

【品名】bromo[4-(tert-butyl)benzyl]magnesium

【CA登记号】

【分子式】C₁₁H₁₅BrMg

【分子量】251.4491

【元素组成】C 52.54% H 6.01% Br 31.78% Mg 9.67%

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：(II)

Grignard reagent (II), prepared from 4-tert-butylbenzyl bromide (I) and magnesium in Et2O, was condensed with estrone (III) to provide the 17-(tert-butylbenzyl)estradiol (IV). Subsequent reaction of (IV) with sulfamoyl chloride in the presence of 2,6-di-tert-butyl-4-methylpyridine (DBMP) yielded the title sulfamate ester.

参考文献中间体

合成目标

【1】 Labrie, F.; Boivin, R.P.; Luu-The, V.; Ciobanu, L.C.; Poirier, D.; Potent inhibition of steroid sulfatase activity by 3-O-sulfamate 17alpha-Benzyl(or 4'-tert-butylbenzyl)estra-1,3,5(10)-trienes: Combination of two substituents at positions C3 and c17alpha of estradiol. J Med Chem 1999, 42, 12, 2280.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	40598	amidosulfonoyl chloride	7778-42-9	H₂ClNO₂S	详情	详情
(I)	20588	1-(bromomethyl)-4-(tert-butyl)benzene	18880-00-7	C₁₁H₁₅Br	详情	详情
(II)	34441	bromo[4-(tert-butyl)benzyl]magnesium		C₁₁H₁₅BrMg	详情	详情
(III)	20468	(8R,9S,13S,14S)-3-hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-one	53-16-7	C₁₈H₂₂O₂	详情	详情
(IV)	34442	(8R,9S,13S,14S,17R)-17-[4-(tert-butyl)benzyl]-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol		C₂₉H₃₈O₂	详情	详情

Extended Information