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【结 构 式】 
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【分子编号】64804 【品名】tricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-diol 【CA登记号】 |
【 分 子 式 】C10H14O2 【 分 子 量 】166.21996 【元素组成】C 72.26% H 8.49% O 19.25% |
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：(I)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. |
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