(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-({3-[(4-aminobutyl)amino]propyl}amino)-17-[(1R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol -Drug Synthesis Database

【结构式】

【分子编号】53727

【品名】(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-({3-[(4-aminobutyl)amino]propyl}amino)-17-[(1R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol

【CA登记号】n/a

【分子式】C₃₄H₆₅N₃O₂

【分子量】547.90912

【元素组成】C 74.53% H 11.96% N 7.67% O 5.84%

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：(XLIII)

Removal of the Boc and silyl protecting groups of (XLI) was accomplished by treatment with trifluoroacetic acid in chloroform to provide, after chromatographic separation, the 3-alpha-polyamino sterol (XLII). Subsequent catalytic hydrogenation removed the benzyl protecting group of (XLVII), yielding (XLIII). Finally, sulfation of alcohol (XLIII) with sulfur trioxide-pyridine gave rise to the title compound.

参考文献中间体

合成目标

【1】 Zhang, X.; et al.; Synthesis of squalamine utilizing a readily accessible spermidine equivalent. J Org Chem 1998, 63, 23, 8599.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XLI)	53725	tert-butyl 3-{[(5R,7R,8R,9S,10S,13R,14S,17R)-7-(benzyloxy)-17-((1R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1,5-dimethylhexyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl]amino}propyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate	n/a	C₅₇H₁₀₁N₃O₆Si	详情	详情
(XLII)	53726	(6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-({3-[(4-aminobutyl)amino]propyl}amino)-7-(benzyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-heptanol	n/a	C₄₁H₇₁N₃O₂	详情	详情
(XLIII)	53727	(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-({3-[(4-aminobutyl)amino]propyl}amino)-17-[(1R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol	n/a	C₃₄H₆₅N₃O₂	详情	详情

Extended Information