tert-butyl 4-[(tert-butoxycarbonyl)amino]butyl[3-({(3S,5S,7R,10S,13R,17R)-7-hydroxy-17-[(1R,4R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl]carbamate -Drug Synthesis Database

【结构式】

【分子编号】62206

【品名】tert-butyl 4-[(tert-butoxycarbonyl)amino]butyl[3-({(3S,5S,7R,10S,13R,17R)-7-hydroxy-17-[(1R,4R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl]carbamate

【CA登记号】

【分子式】C₄₄H₈₁N₃O₆

【分子量】748.14376

【元素组成】C 70.64% H 10.91% N 5.62% O 12.83%

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：(XV)

The reductocondensation of (XIII) with protected amine (XIV) by means of NaBH4 in methanol gives a mixture of the 3-beta and 3-alpha steroids, easily separated by flash chromatography. The desired 3-beta isomer (XV) is deprotected by means of HCl in methanol, yielding intermediate (XVI), which is finally treated with SO3 and pyridine to afford the target 24(R)-O-sulfate steroid

参考文献中间体

合成目标

【1】 Zhou, X.D.; et al.; A stereoselective synthesis of squalamine. Tetrahedron 2002, 58, 52, 10293.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XIII)	62205	(5R,7R,10S,13R,17R)-7-hydroxy-17-[(1R,4R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one		C₂₇H₄₆O₃	详情	详情
(XIV)	53724	tert-butyl 3-aminopropyl{4-[(tert-butoxycarbonyl)amino]butyl}carbamate	n/a	C₁₇H₃₅N₃O₄	详情	详情
(XV)	62206	tert-butyl 4-[(tert-butoxycarbonyl)amino]butyl[3-({(3S,5S,7R,10S,13R,17R)-7-hydroxy-17-[(1R,4R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl}amino)propyl]carbamate		C₄₄H₈₁N₃O₆	详情	详情
(XVI)	62207	(3S,5S,7R,10S,13R,17R)-3-({3-[(4-aminobutyl)amino]propyl}amino)-17-[(1R,4R)-4-hydroxy-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol		C₃₄H₆₅N₃O₂	详情	详情

Extended Information