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【结 构 式】

【分子编号】64631

【品名】tert-butyl(1,3-dithian-2-yl)dimethylsilane

【CA登记号】

【 分 子 式 】C10H22S2Si

【 分 子 量 】234.50218

【元素组成】C 51.22% H 9.46% S 27.35% Si 11.98%

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)

Iodomethyl tetrahydropyran intermediate (XLVII): The condensation between epoxides (XLII), (XLIV) and silylated 1,3-dithiane (XLIII) gives the dihydroxy compound (XLV), which is treated first with 2,2-dimethoxypropane (XVIII) to create an acetonide group, and then with Hg(ClO4)2 to promote cyclization to yield the tetrahydropyran derivative (XLVI). Finally, the TsO group of (XLVI) is treated with lithium iodide in methanol to afford the desired iodomethyl tetrahydropyran intermediate (XLVII)

1 Smith, A.B.; et al.; The spongistatins: Architecturally complex natural products - Part one: A formal synthesis of (+)-spongistatin 1 by construction of an advanced ABCD fragment. Angew Chem. Int Ed 2001, 40, 1, 191.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XVIII) 10722 1-Methoxy-1-methylethyl methyl ether; 2,2-Dimethoxypropane 77-76-9 C5H12O2 详情 详情
(XLII) 64630 tert-butyl(diphenyl)silyl (3S)-4-[(2S)oxiranyl]-3-[(triethylsilyl)oxy]butyl ether; (7S)-9,9-diethyl-2,2-dimethyl-7-[(2S)oxiranylmethyl]-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane C28H44O3Si2 详情 详情
(XLIII) 64631 tert-butyl(1,3-dithian-2-yl)dimethylsilane C10H22S2Si 详情 详情
(XLIV) 64632 (4R)-2,2-dimethyl-4-{[(2S)-2-methyloxiranyl]methyl}-1,3-dioxolane C9H16O3 详情 详情
(XLV) 64633 (2R,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-5-[2-((2S,4S)-6-{[tert-butyl(diphenyl)silyl]oxy}-2,4-dihydroxyhexyl)-1,3-dithian-2-yl]-2,4-dimethylpentyl 4-methylbenzenesulfonate C46H72O7S3Si2 详情 详情
(XLVI) 64634 ((2R,4S,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{[(4S,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-6-methoxy-4-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate C46H70O9SSi2 详情 详情
(XLVII) 64635 tert-butyl(dimethyl)silyl (2R,4S,6R)-2-{[(4S,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-6-(iodomethyl)-2-methoxy-4-methyltetrahydro-2H-pyran-4-yl ether; tert-butyl[2-((4S,6S)-6-{[(2R,4S,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(iodomethyl)-2-methoxy-4-methyltetrahydro-2H-pyran-2-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl)ethoxy]diphenylsilane C39H63IO6Si2 详情 详情
Extended Information