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【结 构 式】 
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【分子编号】57295 【品名】(3S,5E,7S,8S)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1-[(2S,3S,5R,6S)-3-hydroxy-6-methoxy-5-methyltetrahydro-2H-pyran-2-yl]-3,5-dimethyl-5-nonen-1-one 【CA登记号】 |
【 分 子 式 】C40H52O7 【 分 子 量 】644.84868 【元素组成】C 74.5% H 8.13% O 17.37% |
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：(XXI)The desilylation of (XX) by means of HF in pyridine gives the hydroxyketone (XXI), which is reduced with Me4NBH(OAc)3 and HOAc in acetonitrile to yield the chiral dihydroxy compound (XXII). The methylation of both OH groups of (XXII) by means of methyl iodide and NaH in DMF affords the fully methylated intermediate (XXIII), which is finally debenzylated in the usual way to provide the target chiral trihydroxyalkyl-tetrahydropyran intermediate (XXIV).
| 【1】 Smith, A.B. III; Hale, K.J.; An enantioselective synthesis of the C(10) to C(23) backbone of the potent immunosuppressant FK506. Tetrahedron Lett 1989, 30, 9, 1037. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XX) | 57294 | (3S,5E,7S,8S)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1-((2S,3S,5R,6S)-3-{[tert-butyl(dimethyl)silyl]oxy}-6-methoxy-5-methyltetrahydro-2H-pyran-2-yl)-3,5-dimethyl-5-nonen-1-one | C46H66O7Si | 详情 | 详情 | |
| (XXI) | 57295 | (3S,5E,7S,8S)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1-[(2S,3S,5R,6S)-3-hydroxy-6-methoxy-5-methyltetrahydro-2H-pyran-2-yl]-3,5-dimethyl-5-nonen-1-one | C40H52O7 | 详情 | 详情 | |
| (XXII) | 57296 | (2R,3S,5R,6S)-2-{(1S,3S,5E,7S,8S)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1-hydroxy-3,5-dimethyl-5-nonenyl}-6-methoxy-5-methyltetrahydro-2H-pyran-3-ol | C40H54O7 | 详情 | 详情 | |
| (XXIII) | 57297 | (2R,3S,5R,6S)-2-{(1S,3S,5E,7S,8S)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1-methoxy-3,5-dimethyl-5-nonenyl}-3,6-dimethoxy-5-methyltetrahydro-2H-pyran; benzyl (2S,3S,4E,7S,9S)-2-(benzyloxy)-3-[(benzyloxy)methyl]-9-[(2R,3S,5R,6S)-3,6-dimethoxy-5-methyltetrahydro-2H-pyran-2-yl]-9-methoxy-5,7-dimethyl-4-nonenyl ether | C42H58O7 | 详情 | 详情 | |
| (XXIV) | 57298 | (2S,3S)-3-{(E,4S,6S)-6-[(2R,3S,5R,6S)-3,6-dimethoxy-5-methyltetrahydro-2H-pyran-2-yl]-6-methoxy-2,4-dimethyl-1-hexenyl}-1,2,4-butanetriol | C21H40O7 | 详情 | 详情 |
Extended Information