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【结 构 式】 
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【分子编号】29030 【品名】(4S,5R)-4-[(Z,3R)-2-bromo-5-cyclohexyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-pentenyl]-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]hexahydro-2H-cyclopenta[b]furan-2-ol 【CA登记号】 |
【 分 子 式 】C30H49BrO6 【 分 子 量 】585.61946 【元素组成】C 61.53% H 8.43% Br 13.64% O 16.39% |
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)The Wittig condensation of the bicyclic lactol (I) with 4-(methoxycarbonyl)butyl triphenylphosphonium bromide (II) by means of sodium methylsulfinyl carbanide in DMSO and simultaneous dehydrobromination gives the bis(tetrahydropyranyl) derivative (III), which is finally deprotected by a treatment with oxalic acid in refluxing acetone.
| 【1】 Gandolfi, C.; Pellegata, R.; Ceserani, R.; Usardi, M.M. (Pharmacia Corp.); Omega-nor-cycloalkyl-13,14-dehydroprostaglandins. DE 2539116; FR 2285866; FR 2378757; GB 1483880; JP 51125044; JP 58135858; US 4035415; US 4361577 . |
| 【2】 Castaner, J.; Serradell, M.N.; de Angelis, L.; Alfaprostol. Drugs Fut 1985, 10, 1, 9. |
| 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) | 29030 | (4S,5R)-4-[(Z,3R)-2-bromo-5-cyclohexyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-pentenyl]-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]hexahydro-2H-cyclopenta[b]furan-2-ol | C30H49BrO6 | 详情 | 详情 | |
| (II) | 26177 | (5-methoxy-5-oxopentyl)(triphenyl)phosphonium bromide | C24H26BrO2P | 详情 | 详情 | |
| (III) | 29031 | methyl (Z)-7-[(1R,2S,3R,5S)-2-[(3S)-5-cyclohexyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-pentynyl]-5-hydroxy-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]cyclopentyl]-5-heptenoate | C36H58O7 | 详情 | 详情 |
Extended Information