CAS: 209860-87-7; (Z)-Isopropyl 7-((1R,2R,3R,5S)-2-((E)-3,3-Difluoro-4-Phenoxybut-1-En-1-yl)-3,5-Dihydroxycyclopentyl)Hept-5-Enoate

上下游产品

2-iodo-propane AFP-172 dimethyl (3-phenoxy-2-oxopropyl)phosphonate (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]°Ctan-3-one

2,2-Dimethyl-4-Phenoxymethyl-[1,3]Dioxolane置于吡啶,咪唑,盐酸,4-二甲氨基吡啶,Disodium Hydrogenphosphate,正丁基锂,Lithium Hydroxide Monohydrate,混旋樟脑磺酸,Sodium Amalgam,4-甲基苯磺酸吡啶,二异丁基氢化铝,碳酸氢钠,戴斯-马丁氧化剂,1,8-二氮杂双环[5.4.0]十一碳-7-烯,三乙胺,二异丙胺,[双(2-甲氧基乙基)胺]三氟化硫体系中,用 四氢呋喃,甲醇,正己烷,二氯甲烷,水,N,N-二甲基甲酰胺,丙酮,甲苯 用作溶剂,化学反应 98.75H,反应生成他氟前列素
参考文献:强效抗青光眼剂他氟前列素的新型收敛合成
标题:强效抗青光眼剂他氟前列素的新型收敛合成
摘要:Tafluprost (Afp-168,5) 是一种独特的 15-Deoxy-15,15-Difluoro-16-Phenoxy Prostaglandin F2α (Pgf2α) 类似物,用作治疗青光眼和高眼压症的有效降眼压药,作为单一疗法,或作为β受体阻滞剂的辅助治疗.使用结构先进的前列腺素苯砜 16 的 Julia-Lythgoe 烯化开发了一种新的 5 聚合合成,也成功地用于制造具有醛 ω 链的药物级拉坦前列素 (2),曲伏前列素 (3) 和比马前列素 (4)合成子 17. 使用相同的前列腺素苯砜 16,作为平行合成所有市售抗青光眼 Pgf2α 类似物 2-5 的起始材料,显着降低了工业规模合成和技术文档开发所产生的制造成本.所开发路线的另一个关键方面是使用 Deoxo-Fluor 对 Trans-13,14-En-15-One 30 进行脱氧二氟化.随后保护基团的水解和酸 6 的最终酯化产生他氟前列素
Doi:10.3390/molecules22020217

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: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-2014046086-A1
优先权日:2012-08-10
标题:Process for the preparation of tafluprost and intermediates thereof
发明人：WEN WEN-HSIEN
权利人:SCINOPHARM CHANGSHU PHARMACEUTICALS LTD
摘要:The present invention provides efficient, economical and environmental friendly methods for synthesis of prostaglandin analogs including tafluprost and intermediates thereof. The invention involves a selective oxidation using in situ boronate ester protection and a unique crystallization method to remove the undesired isomers of fluorinated intermediates.

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: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.

专利号:US-2019374478-A1
优先权日:2016-12-06
标题:Ultrastable Gold Nanoparticles For Drug Delivery Applications And Synthesis Thereof
发明人：BOISSELIER ÉLODIE; OUELLETTE MATHIEU; PERNET VINCENT; OMAR MAHMOUD
权利人:UNIV LAVAL
摘要:Herein presented are gold nanoparticles (AuNPs) used for the transport of medications to mucous membranes. The AuNPs are ultra-stable in that they withstand freeze-drying and heating treatments without noticeable change in their structure. In addition, they interact with mucous membranes, and therefore allow transport of certain drugs to these mucous membranes, allowing higher exposure time of the drugs, hence decreased dosing schedule of administration.