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【结 构 式】 
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【分子编号】37546 【品名】methyl 2-((1R,2S,3S,4R)-2-(2-methoxy-2-oxoethyl)-4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-3-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]cyclopentyl)acetate 【CA登记号】 |
【 分 子 式 】C31H52O8 【 分 子 量 】552.74908 【元素组成】C 67.36% H 9.48% 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：(LI)Compound (L) is hydrolyzed with KOH and methylated with diazomethane to yield the diester (LI). The Dieckmann cyclization of (LI) by means of potassium tert-butoxide in THF yields the bicyclic ketoester (LII), which is decarboxylated by treatment with LiI in pyridine yielding the previously obtained bis tetrahydropyranylketone (XXXV). This compound can be deprotected to the dihydroxyketone (XII) with aqueous acetic acid.
| 【1】 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. |
| 【2】 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 | |
| (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 | |
| (L) | 37545 | methyl 2-((1R,2S,3S,4R)-2-(2-nitriloethyl)-4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-3-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]cyclopentyl)acetate | C30H49NO6 | 详情 | 详情 | |
| (LI) | 37546 | methyl 2-((1R,2S,3S,4R)-2-(2-methoxy-2-oxoethyl)-4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-3-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]cyclopentyl)acetate | C31H52O8 | 详情 | 详情 | |
| (LII) | 37547 | methyl (1R,3aR,4R,5R,6aS)-2-oxo-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4-[(E,3S)-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]octahydro-1-pentalenecarboxylate | C30H48O7 | 详情 | 详情 |
Extended Information