[[(1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl]oxy](trimethyl)silane; (1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl trimethylsilyl ether -Drug Synthesis Database

【结构式】

【分子编号】21827

【品名】[[(1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl]oxy](trimethyl)silane; (1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl trimethylsilyl ether

【CA登记号】

【分子式】C₄₂H₇₉NO₅Si₃

【分子量】762.3495

【元素组成】C 66.17% H 10.44% N 1.84% O 10.49% Si 11.05%

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：(XI)

Further exchange of the protecting group of (VIII) from tert-butyldimethylsilyl to trimethylsilyl ether (IX) was carried out by desilylation with LiBF4 and H2SO4, followed by treatment with (trimethylsilyl)imidazole. The resulting compound (IX) was cyclized with enyne (X) using Pd2(dba)3, Et3N and PPh3 to afford triene (XI), which was finally desilylated with pyridinium tosylate.

参考文献中间体

合成目标

【1】 Oshida, J.; et al.; Synthesis and biological evaluation of 1alpha,24-dihydroxy-25-nitrovitamin D3. Bioorg Med Chem Lett 1999, 9, 3, 381.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VIII)	21824	[[(1R,4R)-4-[(7aR)-4-[(E)-bromomethylidene]-7a-methyloctahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl]oxy](tert-butyl)dimethylsilane; (1R,4R)-4-[(7aR)-4-[(E)-bromomethylidene]-7a-methyloctahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl tert-butyl(dimethyl)silyl ether	C₂₅H₄₆BrNO₃Si	详情	详情
(IX)	21825	(1R,4R)-4-[(7aR)-4-[(E)-bromomethylidene]-7a-methyloctahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl trimethylsilyl ether; [[(1R,4R)-4-[(7aR)-4-[(E)-bromomethylidene]-7a-methyloctahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl]oxy](trimethyl)silane	C₂₂H₄₀BrNO₃Si	详情	详情
(X)	21826	(5R,7S)-3,3,9,9-tetraethyl-5-(2-propynyl)-7-vinyl-4,8-dioxa-3,9-disilaundecane; (1R,3S)-1-(2-propynyl)-3-[(triethylsilyl)oxy]-4-pentenyl triethylsilyl ether	C₂₀H₄₀O₂Si₂	详情	详情
(XI)	21827	[[(1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl]oxy](trimethyl)silane; (1R,4R)-4-[(7aR)-7a-methyl-4-((E)-2-[(3S,5R)-2-methylene-3,5-bis[(triethylsilyl)oxy]cyclohexylidene]ethylidene)octahydro-1H-inden-1-yl]-1-(1-methyl-1-nitroethyl)pentyl trimethylsilyl ether	C₄₂H₇₉NO₅Si₃	详情	详情

Extended Information