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【结 构 式】

【分子编号】64182

【品名】1-iododecane

【CA登记号】

【 分 子 式 】C10H21I

【 分 子 量 】268.18121

【元素组成】C 44.79% H 7.89% I 47.32%

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:(LI)

Alkylation of azido sugar (XLIV) with 1-iododecane (LI) in the presence of Ag2O provided decyl ether (LII). Then, selective acetonide hydrolysis in (LII) to (LIII), followed by silylation with tert-butyldimethylsilyl chloride provided the bis-silyl ether (LIV). Alcohol (LIV) was then protected as the allyl carbonate (LV) by treatment with phosgene, followed by allyl alcohol. The primary silyl ether group of (LV) was selectively removed by treatment with HF giving the monosaccharide (LVI), which was coupled with imidate (XXXIV) yielding disaccharide (LVII).

1 Kobayashi, S.; Kawata, T.; Christ, W.J.; Rossignol, D.P. (Eisai Co., Ltd.); Substd. liposaccharides useful in the treatment and prevention of endotoxemia. US 5750664; WO 9639411 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XXXIV) 64166 (3R,4R,5S,6R)-5-{[bis(allyloxy)phosphoryl]oxy}-4-{[(3R)-3-methoxydecyl]oxy}-6-(methoxymethyl)-3-{[(2,2,2-trichloroethoxy)carbonyl]amino}tetrahydro-2H-pyran-2-yl 2,2,2-trichloroethanimidoate C29H47Cl6N2O11P 详情 详情
(XLIV) 59080 (4aR,6S,7R,8R,8aS)-7-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-ol C15H29N3O5Si 详情 详情
(LI) 64182 1-iododecane C10H21I 详情 详情
(LII) 64183 {[(4aR,7R,8R,8aS)-7-azido-8-(decyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy}(tert-butyl)dimethylsilane; (4aR,7R,8R,8aS)-7-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl decyl ether C25H49N3O5Si 详情 详情
(LIII) 64184 (2R,3S,4R,5R)-5-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-4-(decyloxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol C22H45N3O5Si 详情 详情
(LIV) 64185 (2R,3S,4R,5R)-5-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(decyloxy)tetrahydro-2H-pyran-3-ol C28H59N3O5Si2 详情 详情
(LV) 64186 allyl (2R,3S,4R,5R)-5-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(decyloxy)tetrahydro-2H-pyran-3-yl carbonate C32H63N3O7Si2 详情 详情
(LVI) 64187 allyl (2R,3S,4R,5R)-5-azido-6-{[tert-butyl(dimethyl)silyl]oxy}-4-(decyloxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl carbonate C26H49N3O7Si 详情 详情
(LVII) 64188 allyl (2R,3S,4R,5R)-5-azido-2-{[((2R,3R,4R,5S,6R)-5-{[bis(allyloxy)phosphoryl]oxy}-4-{[(3R)-3-methoxydecyl]oxy}-6-(methoxymethyl)-3-{[(2,2,2-trichloroethoxy)carbonyl]amino}tetrahydro-2H-pyran-2-yl)oxy]methyl}-6-{[tert-butyl(dimethyl)silyl]oxy}-4-(decyloxy)tetrahydro-2H-pyran-3-yl carbonate C53H94Cl3N4O17PSi 详情 详情
Extended Information