【结 构 式】 |
【分子编号】52399 【品名】 【CA登记号】 |
【 分 子 式 】C70H135IO13Si5 【 分 子 量 】1452.16607 【元素组成】C 57.9% H 9.37% I 8.74% O 14.32% Si 9.67% |
合成路线1
该中间体在本合成路线中的序号:(XXXVII)The aldehyde building block (XXXV) was obtained by DIBAL reduction of the previously described methyl ester (XXXIV). Lithiation of alkyl iodide (XXXIII) by means of tert-BuLi and then addition to aldehyde (XXXV) furnished the carbinol adduct (XXXVI). The methoxytrityl protecting group of (XXXVI) was then removed by acidic treatment, yielding (XXXVII). Oxidation of both free hydroxyl groups of (XXXVII) with Dess-Martin periodinane reagent gave rise to the keto aldehyde (XXXVIII).
【1】 Littlefield, B.A.; Zheng, W.; Seletsky, B.M.; Yu, M.J.; Palme, M.H.; Towle, M.J. (Eisai Co., Ltd.); Macrocyclic analogs and methods of their use and preparation. US 6214865; WO 9965894 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XXXIII) | 52396 | C59H89IO8Si2 | 详情 | 详情 | ||
(XXXIV) | 48420 | methyl 2-[(2R,4aS,6S,7R,8S,8aS)-7,8-bis[[tert-butyl(dimethyl)silyl]oxy]-6-((1S,2E)-1-[[tert-butyl(dimethyl)silyl]oxy]-3-iodo-2-propenyl)octahydropyrano[3,2-b]pyran-2-yl]acetate | C32H63IO7Si3 | 详情 | 详情 | |
(XXXV) | 52397 | C31H61IO6Si3 | 详情 | 详情 | ||
(XXXVI) | 52398 | C90H151IO14Si5 | 详情 | 详情 | ||
(XXXVII) | 52399 | C70H135IO13Si5 | 详情 | 详情 | ||
(XXXVIII) | 52400 | C70H131IO13Si5 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号:(XXXVII)The aldehyde building block (XXXV) was obtained by DIBAL reduction of the previously described methyl ester (XXXIV). Lithiation of alkyl iodide (XXXIII) by means of tert-BuLi and then addition to aldehyde (XXXV) furnished the carbinol adduct (XXXVI). The methoxytrityl protecting group of (XXXVI) was then removed by acidic treatment, yielding (XXXVII). Oxidation of both free hydroxyl groups of (XXXVII) with Dess-Martin periodinane reagent gave rise to the keto aldehyde (XXXVIII).
【1】 Littlefield, B.A.; Zheng, W.; Seletsky, B.M.; Yu, M.J.; Palme, M.H.; Towle, M.J. (Eisai Co., Ltd.); Macrocyclic analogs and methods of their use and preparation. US 6214865; WO 9965894 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XXXIII) | 52396 | C59H89IO8Si2 | 详情 | 详情 | ||
(XXXIV) | 48420 | methyl 2-[(2R,4aS,6S,7R,8S,8aS)-7,8-bis[[tert-butyl(dimethyl)silyl]oxy]-6-((1S,2E)-1-[[tert-butyl(dimethyl)silyl]oxy]-3-iodo-2-propenyl)octahydropyrano[3,2-b]pyran-2-yl]acetate | C32H63IO7Si3 | 详情 | 详情 | |
(XXXV) | 52397 | C31H61IO6Si3 | 详情 | 详情 | ||
(XXXVI) | 52398 | C90H151IO14Si5 | 详情 | 详情 | ||
(XXXVII) | 52399 | C70H135IO13Si5 | 详情 | 详情 | ||
(XXXVIII) | 52400 | C70H131IO13Si5 | 详情 | 详情 |