CAS: 41639-74-1; (3Ar,4R,5R,6As)-5-Hydroxy-4-((S,E)-3-Hydroxy-5-Phenylpent-1-En-1-yl)Hexahydro-2H-Cyclopenta[b]Furan-2-One

上下游产品

-7--2-oxabicyclo°Ctan-3-one(1S,5R,6R,7R)-6-(3R)-3-hydroxy-5-phenyl-1-pentenyl-7-(4-phenylbenzoyl)oxy-2-oxabicyclo3.3.0°Ctan-3-one (3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]-2-oxo-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate (E)-3-phenylacrylic acid 3-phenylpropanoic acid methyl ester2-carboxamideN-(methanesulfonyl)-17-phenyl-ω-trinor-PGE2-carboxamide (3aR,4R,5R,6aS)-hexahydro-4-((3S,E)-5-phenyl-3-(tetrahydro-2H-pyran-2-yloxy)pent-1-enyl)-5-(tetrahydro-2H-pyran-2-yloxy)-2H-cyclopenta[b]furan-2-ol N-{(Z)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoyl}-methanesulfonamide N-{(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoyl}-methanesulfonamide

前列腺素中间体置于甲酸,2,2,6,6-四甲基哌啶氧化物,碘苯二乙酸,硫酸,C20H35B,Sodium Hydride体系中,用 四氢呋喃,正己烷,二氯甲烷,N,N-二甲基乙酰胺 作为反应溶剂,化学反应 51.0H,反应生成 拉坦前列腺素
参考文献:通过立体控制的有机催化拜耳-维利格氧化法获得前列腺素家族的重要组成部分
标题:通过立体控制的有机催化拜耳-维利格氧化法获得前列腺素家族的重要组成部分
摘要:开发了一种新的协议,该协议使用立体控制的有机催化baeyer-Villiger(b-V)氧化来构建前列腺素的关键双环内酯.用过氧化氢水溶液对外消旋环丁酮衍生物进行关键的b-V氧化,可以早期构建对映体过量(最高95%)的双环内酯骨架.产生的双环内酯完全充满两个所需的立体中心,并能够根据corey的路线合成整个前列腺素家族.此外,还评估了外消旋双环环丁酮的b-V氧化反应的反应性和对映选择性,且ee值为90-99%获得了代表手性内酯的最有效途径之一.这项研究进一步促进了前列腺素和手性内酯天然产物的合成,从而促进了药物的发现.
DOI:10.1002/anie.201902371

专利信息

专利号:US-7498458-B2
优先权日:2001-05-24
标 题 :Process for the preparation of prostaglandins and analogues thereof
发明人：GREENWOOD ALAN KENNETH; MCHATTIE DEREK; THOMPSON DAVID GEORGE; CLISSOLD DEREK
权利人:RESOLUTION CHEMICALS LTD
摘要:Disclosed are processes for the synthesis and purification of prostaglandins and analogues thereof, especially analogues of PGF2alpha.

专利号:US-8901319-B2
优先权日:2009-10-16
标题:Process for the preparation of F-series prostaglandins
发明人：CHAMBOURNIER GILLES; KORNILOV ANDRIY; MAHMOUD HUSSEIN M; VESELY IVAN; BARRETT STEPHEN D
权利人:CHAMBOURNIER GILLES; KORNILOV ANDRIY; MAHMOUD HUSSEIN M; VESELY IVAN; BARRETT STEPHEN D; CAYMAN CHEMICAL CO INC
摘要:A process for the synthesis and purification of F-series prostaglandin compounds and synthetic intermediates used to prepare them. The synthetic intermediates are solid and may be purified by precipitation and therefore may form the representative F-series prostaglandin compounds such as latanoprost, bimatoprost, fluprostenol, cloprostenol, and substituted analogs therefrom in highly pure forms.

专利号:EP-2495235-B1
优先权日:2011-03-04
标 题:Process for the synthesis of prostaglandins and intermediates thereof
发明人：MARIANI EDOARDO; ORRU GIANMAURO; MONTORSI MAURO; ANDRIOLO ERIKA; BANDINI MARCO; CONTENTO MICHELE; TOLOMELLI ALESSANDRA
权利人:NEWCHEM S P A