2-[(1R,3aS,4S,5S,7aR)-1-[(1R)-1,5-dimethylhexyl]-5-[(1R,4S)-4-hydroxy-1-methyl-2-oxocyclohexyl]-7a-methyloctahydro-1H-inden-4-yl]acetaldehyde -Drug Synthesis Database

【结构式】

【分子编号】50244

【品名】2-[(1R,3aS,4S,5S,7aR)-1-[(1R)-1,5-dimethylhexyl]-5-[(1R,4S)-4-hydroxy-1-methyl-2-oxocyclohexyl]-7a-methyloctahydro-1H-inden-4-yl]acetaldehyde

【CA登记号】

【分子式】C₂₇H₄₆O₃

【分子量】418.66044

【元素组成】C 77.46% H 11.07% O 11.46%

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)

Ozonolysis of cholesterol (I) in Et2O at -78 C, followed by reductive treatment of the intermediate ozonide with dimethyl sulfide, produced the keto aldehyde cleaved compound (II). Intramolecular aldol condensation of (II) in the presence of LDA in cold THF furnished the title sterol.

参考文献中间体

合成目标

【1】 Miyamoto, T.; et al.; Orostanal, a novel abeo-sterol inducing apoptosis in leukemia cell from a marine sponge, Stelletta hiwasaensis. Tetrahedron Lett 2001, 42, 36, 6349.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	16812	(+)-Cholesterol; (+)-(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol	14868-17-8	C₂₇H₄₆O	详情	详情
(II)	50244	2-[(1R,3aS,4S,5S,7aR)-1-[(1R)-1,5-dimethylhexyl]-5-[(1R,4S)-4-hydroxy-1-methyl-2-oxocyclohexyl]-7a-methyloctahydro-1H-inden-4-yl]acetaldehyde		C₂₇H₄₆O₃	详情	详情

Extended Information