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CAS 112022-83-0

(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

登记编号:TREP-047、SEPETA-019

应用背景(按来源药适应症)

间质性肺疾病曲前列尼尔肺性高血压曲前列尼尔肺动脉高压曲前列尼尔特发性肺纤维化曲前列尼尔肺纤维化曲前列尼尔特发性肺动脉高压曲前列尼尔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
曲前列尼尔TreprostinilTier B · 提前布局-
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。

曲前列尼尔优化路线步数:24总收率:/
methyl 2-bromoacetate→(1R,2R,3aS,9aS)-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene-2,5-diol→(3-methoxyphenyl)methanol→tert-butyl((3-methoxybenzyl)oxy)dimethylsilane→3-bromoprop-1-ene→((2-allyl-3-methoxybenzyl)oxy)(tert-butyl)dimethylsilane→(2-allyl-3-methoxyphenyl)methanol→2-allyl-3-methoxybenzaldehyde→(R)-5-(but-3-yn-1-yl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane→(6R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-ol→(R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-one→(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole→(1S,6R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-ol→(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne→(4R,9aS)-3-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-4-((tert-butyldimethylsilyl)oxy)-8-methoxy-1,4,9,9a-tetrahydro-2H-cyclopenta[b]naphthalen-2-one→(3aS,9aS)-1-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-5-methoxy-1,3,3a,4,9,9a-hexahydro-2H-cyclopenta[b]naphthalen-2-one→(1R,2R,3aS,9aS)-1-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol→(R)-5-(2-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)ethyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane→(R)-4-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)butane-1,2-diol→TREP-055→tert-butyl(((1R,2R,3aS,9aS)-5-methoxy-1-(2-((R)-oxiran-2-yl)ethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-yl)oxy)diphenylsilane→(S)-1-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)octan-3-ol→(1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-ol→ethyl 2-(((1R,2R,3aS,9aS)-2-hydroxy-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl)oxy)acetate→(S)-oxiran-2-ylmethanol→(R)-tert-butyldimethyl(oxiran-2-ylmethoxy)silane→trimethyl(prop-1-yn-1-yl)silane→(R)-1-((tert-butyldimethylsilyl)oxy)-6-(trimethylsilyl)hex-5-yn-2-ol→(R)-1-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-ol
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

本站可供应的对应中间体

同 CAS 多家在售供应横向对比;价格区间为供应方挂牌口径,实价以询价确认为准。

供应商产品价格区间最小起订货期资质操作
Qualified Partner — East China API Works(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]indene-2,5-diol
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Unibest Nantong cGMP Site1-broMo-5-fluoro-2-Methyl-3-nitrobenzene
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Unibest Taizhou GMP-like Sitemethyl 4-cyclopropyl-2-fluorobenzoate
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Qualified Partner — East China API Workstert-butyl 2-(4-amino-6-chloropyrimidin-5-yloxy)ethylmethylcarbamate
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Unibest Nantong cGMP Site2H-Benz[f]inden-2-one, 9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3,3a,4,9-tetrahydro-5-methoxy-1-[(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-, (3aS,9R)-
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Unibest Taizhou GMP-like Site2-allyl-3-methoxybenzaldehyde
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Qualified Partner — East China API Works(5S)-1-Decyn-5-ol
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本页为中间体 CAS 注册档案:同 CAS 的多条路线登记已合并;后续供应商报价与买方需求以该 CAS 为主键撮合。