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【结 构 式】

【分子编号】37405

【品名】(Z)-7-((1R,2R,3R,5S)-2-[(E,3R)-4,4-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]-5-hydroxy-3-methylcyclopentyl)-5-heptenoic acid

【CA登记号】

【 分 子 式 】C29H50O5

【 分 子 量 】478.713

【元素组成】C 72.76% H 10.53% O 16.71%

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:(XIII)

The Wittig reaction of (XI) with (4-carboxybutyl)triphenylphosphonium bromide (XII) in HMPT gives nat-11R,16,16-trimethyl-15R-(2-tetrahydropyranyloxy)-9S-hydroxyprosta-cis-5-trans-13-dienoic acid (XIII), which is oxidized with Jones reagent (CrO3-H2SO4) affording the corresponding 9-oxo compound (XIV). Finally, this compound is hydrolyzed with acetic acid in a mixture THF-water.

1 Holland, G.W.; et al.; US 4112225 .
2 Hillier, K.; Blancafort, P.; Serradell, M.N.; Castaner, J.; RO-21-6937/000. Drugs Fut 1981, 6, 1, 42.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XI) 37403 (3aR,4R,5R,6aS)-4-[(E,3R)-4,4-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]-5-methylhexahydro-2H-cyclopenta[b]furan-2-ol C24H42O4 详情 详情
(XII) 37404 (3-carboxypropyl)(triphenyl)phosphonium bromide 17857-14-6 C22H22BrO2P 详情 详情
(XIII) 37405 (Z)-7-((1R,2R,3R,5S)-2-[(E,3R)-4,4-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]-5-hydroxy-3-methylcyclopentyl)-5-heptenoic acid C29H50O5 详情 详情
(XIV) 37406 (Z)-7-((1R,2R,3R)-2-[(E,3R)-4,4-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1-octenyl]-3-methyl-5-oxocyclopentyl)-5-heptenoic acid C29H48O5 详情 详情
Extended Information