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【结 构 式】

【分子编号】64808

【品名】 

【CA登记号】

【 分 子 式 】C16H26O2Si

【 分 子 量 】278.46674

【元素组成】C 69.01% H 9.41% O 11.49% Si 10.09%

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:(VI)

Enantioselective enzyme-catalyzed transesterification of the tricyclic diol (I) with vinyl acetate (II) provides the chiral monoacetate (III). After protection of the free hydroxyl group of (III) as the tert-butyldimethylsilyl ether (IV), alkaline hydrolysis of the acetate ester group yields alcohol (V), which is then oxidized to the corresponding ketone (VI) by means of pyridinium dichromate. Finally, thermal retro-Diels-Alder reaction of (VI) under diminished pressure furnishes the target cyclopentenone derivative.

1 Liu, Z.-Y.; He, L.; Zheng, H.; Highly enantioselective synthesis of (+) and (-)endo- tricyclo [5.2.1.02,6]deca-4,8-dien-3-one and (-)-4-t-butyldimethylsilyloxy-cyclopentenone by enzyme-catalyzed acetylation. Tetrahedron Asymmetry 1993, 4, 11, 2277.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 64804 tricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-diol C10H14O2 详情 详情
(II) 24543 vinyl acetate 108-05-4 C4H6O2 详情 详情
(III) 64805   C12H16O3 详情 详情
(IV) 64806   C18H30O3Si 详情 详情
(V) 64807   C16H28O2Si 详情 详情
(VI) 64808   C16H26O2Si 详情 详情
Extended Information