CAS: 157283-68-6; (Z)-Isopropyl 7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((R,E)-3-Hydroxy-4-(3-(Trifluoromethyl)Phenoxy)But-1-En-1-yl)Cyclopentyl)Hept-5-Enoate

上下游产品

曲沃前列素酸 (+)-Fluprostenol 54276-17-4
7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3R)-3-Hydroxy-4-[3-(Trifluoromethyl)-Phenoxy]-1-Butenyl]Cyclopentyl]-5-Heptenoic Acid
9-酮氟前列腺素异丙酯 9-Keto Fluprostenol Isopropyl Ester 1219032-18-4
(+)-(3Ar,4R,5R,6As)-六氢-5-羟基-4-[(1E,3R)-3-羟基-4-(3-三氟甲基)苯氧基-1-丁烯基]-2H-环戊并[b]呋喃-2-酮 (3Ar,4R,5R,6As)-5-Hydroxy-4-[(1E,3R)-3-Hydroxy-4-[3-(Trifluoromethyl)Phenoxy]But-1-En-1-Yl]-Hexahydro-2H-Cyclopenta[b]Furan-2-One 53872-60-9
(3Ar,4R,5R,6As)-5-((2-Methoxyethoxy)Methoxy)-4-((R,E)-3-((2-Methoxyethoxy)Methoxy)-4-(3-(Trifluoromethyl)Phenoxy)But-1-Enyl)Hexahydro-2H-Cyclopenta[b]Furan-2-One 1300093-02-0
(3Ar,4R,5R,6As)-5-((Tert-Butyldimethylsilyl)Oxy)-4-((R,E)-3-Hydroxy-4-(3-(Trifluoromethyl)Phenoxy)But-1-En-1-yl)Hexahydro-2H-Cyclopenta[b]Furan-2-One 1240483-28-6
曲沃前列素中间体 [1,1'-Biphenyl]-4-Carboxylic Acid (3Ar,4R,5R,6As)-Hexahydro-4-[(1E,3R)-3-Hydroxy-4-[3-(Trifluoromethyl)Phenoxy]-1-Buten-1-Yl]-2-Oxo-2H-Cyclopenta[b]Furan-5-Yl Ester 114488-91-4
曲伏前列腺素中间体 (3Ar,4R,5R,6As)-5-((Tert-Butyldimethylsilyl)Oxy)-4-((R,E)-3-((Tert-Butyldimethylsilyl)Oxy)-4-(3-(Trifluoromethyl)-Phenoxy)But-1-En-1-yl)Hexahydro-2H-Cyclopenta[b]Furan-2-One 1240483-24-2 (3Ar,4R,5R,6As)-5-[tert-Butyl(Dimethyl)Silyl]Oxy-4-[(E)-3-Oxo-4-[3-(Trifluoromethyl)Phenoxy]But-1-Enyl]-3,3A,4,5,6,6A-Hexahydrocyclopenta[b]Furan-2-One 1240483-27-5 [1,1'-Biphenyl]-4-Carboxylic Acid (3Ar,4R,5R,6As)-Hexahydro-2-Oxo-4-[(1E)-3-Oxo-4-[3-(Trifluoromethyl)Phenoxy]-1-Buten-1-Yl]-2H-Cyclopenta[b]Furan-5-Yl Ester 54142-64-2

7,7-二氯二环[3.2.0]庚-2-烯-6-酮置于d-葡萄糖,2,2,6,6-四甲基哌啶氧化物,三氯异氰尿酸,硫酸,氧气,Sodium Methylate,Nicotinamide Adenine Dinucleotide Phosphate,C21H21Nosi,Potassium Carbonate,Caesium Carbonate,溶剂黄146,N,N-二异丙基乙胺,碳酸二甲酯,Sodium Hydroxide,Copper Dichloride,锌体系中,用 四氢呋喃,甲醇,Aq. Phosphate Buffer,二氯甲烷,乙二醇甲醚,水,乙酸乙酯,N,N-二甲基甲酰胺,乙腈 用作溶剂,-20.0~70.0 °C,1.7 Mpa 条件下,反应 14.0H,反应生成曲沃前列素
参考文献:前列腺素的统一策略:生物催化逆合成指导下的氯前列醇,比马前列素,Pgf2α,氟前列醇和曲伏前列素的化学酶促全合成
标题:前列腺素的统一策略:生物催化逆合成指导下的氯前列醇,比马前列素,Pgf2α,氟前列醇和曲伏前列素的化学酶促全合成
摘要:由于前列腺素(pgs)的有价值的药用应用和独特的化学结构,开发有效和立体选择性合成前列腺素(pgs)至关重要.我们在此报告了 Pgs 氯前列醇,比马前列素,Pgf 2α,氟前列醇和曲伏前列素在生物催化逆合成指导下从容易获得的含二氯双环酮6A的统一合成,分 11-12 个步骤,总产率为 3.8-8.4%.前所未有的 Baeyer-Villiger 单加氧酶 (Bvmo) 催化6A (99% Ee) 的立体选择性氧化和酮还原酶 (Kred) 催化的烯酮12 的非对映选择性还原(87 : 13 到 99 : 1 Dr) 首次组合使用,以在温和条件下设置临界立体化学构型.另一个关键转变是铜(II)催化的二醇10仲醇的区域选择性对苯基苯甲酰化(9.3 : 1 Rr).该研究不仅为 Pg 的高度立体选择性合成提供了另一种途径,而且展示了生物催化在构建复杂分子方面的有用性和巨大潜力.
Doi:10.1039/d1Sc03237B

专利信息

专利号:EP-1721894-A1
优先权日:2005-05-13
标题 :Process for the synthesis of prostaglandin derivatives
发明人：LISI GIUSEPPE
权利人:TECHNOPHARMA SA
摘要:An alternative method for the synthesis of prostaglandin F analogues, in particular, analogues of PGF 2α and specifically for the synthesis of latano-prost, wherein the transformation of the lactone intermediate (5)n ninto the corresponding lactol (7)n nis carried out by treating the lactone intermediate (5) with a silane, preferably polymethylhydrosiloxane (PMHS), in the presence of a titanocene - and preferably titanocene fluoride. n The method enables considerable production economies with respect to the conventional reduction of lactone with diisobutylaluminum hydride (DIBAL-H).

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:US-10100028-B2
优先权日:2013-09-30
标 题:Synthesis routes for prostaglandins and prostaglandin intermediates using metathesis
发明人：YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; AREFYEV DENIS VIKTOROVICH
权利人:IRIX PHARMACEUTICALS INC; PATHEON API SERVICES INC
摘要:Methods of synthesizing prostaglandins, prostaglandin analogs and their synthetic intermediates are described. The methods can comprise metal-catalyzed metathesis reactions. Also provided are synthetic intermediates that can be used in the synthesis of the prostaglandins and prostaglandin analogs.

专利号:US-8476471-B2
优先权日:2009-07-13
标 题 :Synthesis of prostanoids
发明人：YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; ABERNATHY STEPHANIE BOSSE
权利人:YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; ABERNATHY STEPHANIE BOSSE; IRIX PHARMACEUTICALS INC
摘要:The presently disclosed subject matter provides a method of synthesizing prostaglandins and prostaglandin analogs comprising the ring closing metathesis of compounds of Formula (I). Also provided are novel compounds of Formula (I) and Formula (II). In addition to their use as synthetic intermediates in the presently disclosed methods, compounds of Formula (II) can be used as prostaglandin and/or prostaglandin analog prodrugs.

专利号:WO-2024020091-A1
优先权日:2022-07-19
标 题 :Inhibitors of short-chain dehydrogenase activity for reducing glial fibrillary acidic protein levels
发明人：MARKOWITZ SANFORD; PIEPER ANDREW
权利人:UNIV CASE WESTERN RESERVE; THE US GOV AS REPRESENTED BY THE DEPARTMENT OF VETERAN AFFAIRS
摘要:A method of decreasing blood glial fibrillary acidic protein (GFAP) levels in a subject in need thereof includes administering to the subject a therapeutically effective amount of a 15-PGDH inhibitor. Astroglia cells are the major and perhaps most abundant cell types in the brain. In healthy brain, astrocytes help with providing structural and network support for neurons and interface with the brain vasculature, including the blood-brain-barrier. Functionally, astrocytes are involved with providing neurotrophic factors (such as glial derived neurotrophic factor (GDNF)), and cytokine/chemokine release that influences the global and local inflammatory response environments, as well as working closely with neurons involved in the glutamate-glutamine synthesis/recycling pathway.

专利号:US-9670234-B2
优先权日:2014-07-10
标题 :Metal-catalyzed asymmetric 1,4-conjugate addition of vinylboron compounds to 2-substituted-4-oxy-cyclopent-2-en-1-ones yielding prostaglandins and prostaglandin analogs
发明人：HENSCHKE JULIAN PAUL; WU PING-YU; WU HSYUEH-LIANG; WEN WEN-HSIEN
权利人:SCINOPHARM TAIWAN LTD
摘要:This invention provides a novel method for the preparation of 2,3-disubstituted -4-oxy-cyclopentan1-one compounds that are useful for the synthesis of prostaglandins and prostaglandin analogs of industrial relevance. The method comprises the metal-catalyzed asymmetric 1,4-conjugate addition of vinylboron compounds to 2-substituted -4-oxy-cyclopent-2-en-1-ones. This method relies on the use of less toxic, easily-handled reagents, and can be performed under milder conditions than offered by some conventional methods, affording 2,3-disubstituted-4-oxy-cyclopentan-1-one compounds enantio- and diastereoselectively, which are precursors to the said prostaglandin and prostaglandin analogs, in high yield.