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【结 构 式】 
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【分子编号】51108 【品名】(3aS,6aR)-5-methylenehexahydro-1H-cyclopenta[c]furan-1-one 【CA登记号】 |
【 分 子 式 】C8H10O2 【 分 子 量 】138.1662 【元素组成】C 69.55% H 7.3% O 23.16% |
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：(III)The previously reported chiral cyclopentanedicarboxylic acid monoester (I) was converted to the mixed anhydride (II) by treatment with ethyl chloroformate in the presence of triethylamine. Reduction of the mixed anhydride (II) with NaBH4 in cold MeOH produced the corresponding alcohol, which, under the reaction conditions, gave rise to the bicyclic lactone (III). Then, the lithium enolate generated from lactone (III) and lithium hexamethyldisilazide was alkylated with 2-(bromomethyl)naphthalene (IV) to produce the title compound.
| 【1】 Horváth, E.; De Vry, J.-M.-V.; Baumgarten, J.; Schreiber, R.; Lensky, S.; Müller, T.; Stropp, U.; Voerste, A.; Müller, G.; Antonicek, H.-P.; Stolle, A.; Von dem Bruch, K. (Bayer AG); Substd. alpha,beta-anellated butyrolactones. DE 19801646; EP 1047684; WO 9936416 . |
| 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) | 27283 | (1S,2R)-4-methylene-2-([[(E)-3-phenyl-2-propenyl]oxy]carbonyl)cyclopentanecarboxylic acid | C17H18O4 | 详情 | 详情 | |
| (II) | 51107 | C20H22O6 | 详情 | 详情 | ||
| (III) | 51108 | (3aS,6aR)-5-methylenehexahydro-1H-cyclopenta[c]furan-1-one | C8H10O2 | 详情 | 详情 | |
| (IV) | 35612 | 2-(bromomethyl)naphthalene | 939-26-4 | C11H9Br | 详情 | 详情 |
Extended Information