(2S)-3-azido-2-hydroxypropyl 4-methylbenzenesulfonate -Drug Synthesis Database

【结构式】

【分子编号】35067

【品名】(2S)-3-azido-2-hydroxypropyl 4-methylbenzenesulfonate

【CA登记号】

【分子式】C₁₀H₁₃N₃O₄S

【分子量】271.29704

【元素组成】C 44.27% H 4.83% N 15.49% O 23.59% S 11.82%

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)

Alkylation of 1-(2-isopropoxyphenyl)piperazine (I) with 1-azido-3-(p-toluenesulfonyloxy)-2-propanol (II) in hot NMP gave (III). Subsequent hydrogenation of the azido group of (III) over Pd/C provided the intermediate amine (IV).

参考文献中间体

合成目标

【1】 Prouty, C.; Wang, J.; Kuo, G.-H.; Pulito, V.; Murray, W.V.; Cheung, P.; Jolliffe, L.; Varga, S.; Evangelisto, M.; Design, synthesis, and structure-activity relationships of phthalimide-phenylpiperazines: A novel series of potent and selective alpha1a-adrenergic receptor antagonists. J Med Chem 2000, 43, 11, 2183.
【2】 Murray, W.V.; Kuo, G.-H.; Prouty, C.P. (Ortho-McNeil Pharmaceutical, Inc.); Phthalimido arylpiperazines as alpha 1a receptor antagonists useful in the treatment of benign prostatic hyperplasia. US 6063785; WO 9942445 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	35066	isopropyl 2-(1-piperazinyl)phenyl ether; 1-(2-isopropoxyphenyl)piperazine	C₁₃H₂₀N₂O	详情	详情
(II)	35067	(2S)-3-azido-2-hydroxypropyl 4-methylbenzenesulfonate	C₁₀H₁₃N₃O₄S	详情	详情
(III)	35068	(2R)-1-azido-3-[4-(2-isopropoxyphenyl)-1-piperazinyl]-2-propanol	C₁₆H₂₅N₅O₂	详情	详情
(IV)	35069	(2S)-1-amino-3-[4-(2-isopropoxyphenyl)-1-piperazinyl]-2-propanol	C₁₆H₂₇N₃O₂	详情	详情

Extended Information