CAS: 41639-71-8; (Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((R,E)-3-Hydroxy-5-Phenylpent-1-En-1-yl)Cyclopentyl)Hept-5-Enoic Acid

该化合物是一种具有立体特性的比马托普罗斯特(prostatoprost)类似物,一种Prostaglandin F2α衍生物,该化合物具有作为基于丙烯酸的治疗合成中间体的潜力,因此对制药研究具有重大兴趣.该化合物的配置具有独特的生化特性,影响受体结合和代谢稳定性.其结构精确性使得能够有针对性地修改优化药理活动,特别是在眼皮低效应用中.该化合物的高度纯度和定义明确的立体化学使其对严格的临床前期研究和工艺开发很有价值.研究人员利用(15R)-Bimatoprost酸来探索结构活动关系,并开发具有更高效果或减少副作用的新类.

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(3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol methyl ester of 15R-bimatoprost acid

合成工艺路线路线简述

    📜(3Ar,4R,5R,6As)-4-[3R-(T-Butyldimethylsiloxy)-5-Phenyl-1E-Pentenyl]-5-Hydroxy-Hexahydro-2H-Cyclopenta[b]Furan-2-Ol置于potassium Tert-Butylate,4-羧丁基三苯基溴化膦,水,柠檬酸,盐酸,Sodium Hydroxide体系中,用 四氢呋喃 作为反应溶剂,化学反应 10.5H,以65%的收率获得产物贝美前列素杂质
    参考文献:Bimatoprost Crystalline Form I
    标题:Bimatoprost Crystalline Form I
    摘要:本发明提供了一种新的多晶型i的晶体双滴眼液的制备方法,以及制备过程中的新晶体中间体.这种多晶型i的晶体双滴眼液可用于粗制双滴眼液的纯化和双滴眼液作为活性制药中间体的储存.本发明还揭示了在制造药物时使用双滴眼液的物理形式.

    海关参考信息

    专利信息


    专利号:US-2015031898-A1
    优先权日:2012-03-09
    标题 :Process for preparation of prostaglandin f2 alpha analogues
    发明人:DAMS IWONA; KUTNER ANDRZEJ; CHODYNSKI MICHAL; KRUPA MALGORZATA; PIETRASZEK ANITA; ZEZULA MARTA; CMOCH PIOTR; KOSINSKA MONIKA
    权利人:INST FARMACEUTYCZNY
    摘要:A convergent synthesis of the prostaglandin F 2α analogues, travoprost and bimatoprost, was developed employing Julia-Lythgoe olefination of the structurally advanced phenylsulfone with an enantiomerically pure aldehyde ω-chain synthon. The novel convergent strategy allows the synthesis of a whole series of prostaglandin analogues of high purity from a common and structurally advanced prostaglandin intermediate.

    专利号:EP-2495235-A1
    优先权日:2011-03-04
    标 题 :Process for the synthesis of prostaglandins and intermediates thereof

    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

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    主要参考文献

    参考标题:Process For Preparation Of Prostaglandin F2 Alpha Analogues
    摘要:A Convergent Synthesis Of The Prostaglandin F 2α Analogues, Travoprost And Bimatoprost, Was Developed Employing Julia-Lythgoe Olefination Of The Structurally Advanced Phenylsulfone With An Enantiomerically Pure Aldehyde ω-Chain Synthon. The Novel Convergent Strategy Allows The Synthesis Of A Whole Series Of Prostaglandin Analogues Of High Purity From A Common And Structurally Advanced Prostaglandin Intermediate.
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