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CAS 1262872-78-5

isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(hydroxymethyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate

登记编号:SEPETA-015

应用背景(按来源药适应症)

高眼压司培前列素青光眼司培前列素开角型青光眼司培前列素

来源药(使用该中间体的合成路线)

品种梯队到期年
司培前列素SepetaprostTier C · 观察 / 贸易-

合成路线中的位置(上下游链)

按路线登记顺序排列,左→右为合成方向;高亮为当前 CAS,其余可点击跳转对应档案。

司培前列素原研路线步数:16总收率:74 mg
(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol→(1S,2R,3S,4R)-2-allyl-3-(((tert-butyldimethylsilyl)oxy)methyl)-4-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentan-1-ol→(E)-1,3-dibromoprop-1-ene→(((1S,2R,3S,5R)-2-allyl-3-(((Z)-3-bromoallyl)oxy)-5-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)methoxy)(tert-butyl)dimethylsilane→(4-ethoxy-4-oxobutyl)zinc(II) bromide→ethyl 6-(((1S,2R,3S,4R)-2-allyl-3-(((tert-butyldimethylsilyl)oxy)methyl)-4-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)oxy)hexanoate→ethyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoic acid→isopropyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-hydroxyoctahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(hydroxymethyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-formyl-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→dimethyl (3-(2,5-difluorophenoxy)-2-oxopropyl)phosphonate→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-((E)-4-(2,5-difluorophenoxy)-3-oxobut-1-en-1-yl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-((R,E)-4-(2,5-difluorophenoxy)-3-hydroxybut-1-en-1-yl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate

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