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【结 构 式】

【分子编号】37651

【品名】 

【CA登记号】

【 分 子 式 】C20H24O8

【 分 子 量 】392.40576

【元素组成】C 61.22% H 6.16% O 32.62%

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:(XXI)

Elimination of methanol from (XIX) by means of PPTS and pyridine in hot chlorobenzene gives the diunsaturated pentacyclic compound (XX), which by cyclization with tert-butyl hydroperoxide and vanadyl acetylacetonate yields the hexacyclic compound (XXI). Finally, the double bond of (XXI) is treated first with dimethyldioxirane (DMDO) yielding the epoxide intermediate (XXII) that is then opened and oxidized with Br2, and NaOAc in AcOH.

1 Crimmins, M.T.; et al.; The total synthesis of (±)-ginkgolide B. J Am Chem Soc 2000, 122, 35, 8453.
2 Pace, J.M.; Watterson, S.H.; Nantermet, P.G.; Crimmins, M.T.; Kim-Meade, A.S.; Wagman, A.S.; Thomas, J.B.; Total synthesis of (±)-ginkgolide B. J Am Chem Soc 1999, 121, 43, 10249.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIX) 37649   C22H30O8 详情 详情
(XX) 37650   C21H26O7 详情 详情
(XXI) 37651   C20H24O8 详情 详情
(XXII) 37652   C20H24O9 详情 详情
Extended Information