tert-butyl 3-({(3S,5R,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate -Drug Synthesis Database

【结构式】

【分子编号】53745

【品名】tert-butyl 3-({(3S,5R,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate

【CA登记号】n/a

【分子式】C₅₃H₈₉N₃O₇

【分子量】880.30568

【元素组成】C 72.31% H 10.19% N 4.77% O 12.72%

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：(LXII)

Optionally, acetate ester hydrolysis of intermediate (LVIII), followed by regioselective alcohol oxidation with Collin's reagent, yielded ketone (LX). The 7-hydroxyl group of (LX) was then protected by benzylation to afford (LXI). Reductive amination of ketone (LXI) with the di-Boc-protected spermidine (XL) provided the polyamino sterol (LXII). After hydrolysis of the ethylidene ketal group of (LXII), the resultant ketone was reduced by NaBH4 to give alcohol (LXIII).

参考文献中间体

合成目标

【1】 Moriarty, R.M.; Guo, L.; Tuladhar, S.M. (Genaera Corp.); Chemical synthesis of squalamine. WO 9419366 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XL)	53724	tert-butyl 3-aminopropyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate	n/a	C₁₇H₃₅N₃O₄	详情	详情
(LVIII)	53741	(3S,5S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate	n/a	C₃₁H₅₂O₅	详情	详情
(LX)	53743	(5S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one	n/a	C₂₉H₄₈O₄	详情	详情
(LXI)	53744	(5S,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one	n/a	C₃₆H₅₄O₄	详情	详情
(LXII)	53745	tert-butyl 3-({(3S,5R,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-[(1R)-3-(2-isopropyl-1,3-dioxolan-2-yl)-1-methylpropyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate	n/a	C₅₃H₈₉N₃O₇	详情	详情
(LXIII)	53746	tert-butyl 3-({(3S,5R,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-[(1R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate	n/a	C₅₁H₈₇N₃O₆	详情	详情

Extended Information