|
【结 构 式】 
|
【分子编号】37532 【品名】5-[(3aS,4S,5R,6aR)-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]hexahydro-2(1H)-pentalenylidene]pentanoic acid 【CA登记号】 |
【 分 子 式 】C33H54O6 【 分 子 量 】546.78816 【元素组成】C 72.49% H 9.95% O 17.56% |
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：(XXXVI)Reduction of (XXXIV) with LiAlH4, followed by oxidation with Collins reagent affords the bis(tetrahydropyranyl)ketone (XXXV) (which can also be obtained by reaction of dihydroxyketone (XII) with dihydropyran). The Wittig reaction of (XXXV) with phosphorane (XIII) gives the protected carbacyclin (XXXVI), which is finally deprotected in the usual way.
| 【1】 Shibasaki, M.; Ikegami, S.; Ueda, J.; New synthetic routes to 9(O)-methanopostacyclin. A highly stable and biologically potent analog of prostacyclin. Tetrahedron Lett 1979, 5, 433-436. |
| 【2】 Sugie, A.; Katsube, J.; Shimomura, H.; Yamamoto, H.; Synthetic studies on cyclopentane derivatives. Part 10. Stereocontrolled approaches to 9(O)-methanoprostacyclin. Tetrahedron Lett 1979, 28, 2607-10. |
| 【3】 Castaner, J.; Hillier, K.; Carbacyclin. Drugs Fut 1981, 6, 12, 753. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 37504 | (3aS,4S,5R,6aR)-5-hydroxy-4-[(E,3S)-3-hydroxy-1-octenyl]hexahydro-2(1H)-pentalenone | C16H26O3 | 详情 | 详情 | |
| (XIII) | 37505 | 5-(triphenylphosphoranylidene)pentanoic acid | C23H23O2P | 详情 | 详情 | |
| (XXXIV) | 37530 | (1aS,1bS,2S,3R,4aR)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]octahydropentaleno[1,2-b]oxirene; (2S,3E)-4-[(1aS,1bS,2S,3R,4aR)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]octahydropentaleno[1,2-b]oxiren-2-yl]-2-pentyl-3-butenyl tetrahydro-2H-pyran-2-yl ether | C28H46O5 | 详情 | 详情 | |
| (XXXV) | 37531 | (3aS,4S,5R,6aR)-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]hexahydro-2(1H)-pentalenone | C28H46O5 | 详情 | 详情 | |
| (XXXVI) | 37532 | 5-[(3aS,4S,5R,6aR)-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]hexahydro-2(1H)-pentalenylidene]pentanoic acid | C33H54O6 | 详情 | 详情 |
Extended Information