专利号:US-9233943-B2 优先权日:2012-01-10 标题:Process for synthesis of syn azido epdxide and its use as intermediate for the synthesis of amprenavir and saquinavir 发明人:GADAKH SUNITA KHANDERAO; REKULA REDDY SANTHOSH; SUDALAI ARUMUGAM 权利人:COUNCIL SCIENT IND RES 摘要:A novel synthetic route to the syn-azido epoxide of formula 5 includes cobalt-catalyzed hydrolytic kinetic resolution of a racemic mixture of the azido-epoxide. Reaction steps include subjecting an allylic alcohol to epoxidation with mCPBA to obtain a racemic epoxy alcohol; ring opening the epoxy alcohol with azide anion to obtain an anti-azido alcohol, which can then be selectively tosylated at the primary alcohol; treating the tosylate with base to obtain the racemic azido-epoxide; and subjecting the racemic azido-epoxide to cobalt-catalyzed hydrolytic kinetic resolution to obtain the syn-azido epoxide of formula 5. The compound of formula 5 may be used as a common intermediate for the asymmetric synthesis of HIV protease inhibitors, such as Amprenavir, Fosamprenavir, Saquinavir, and formal synthesis of Darunavir and Palinavir.
专利号:US-5569762-A 优先权日:1994-01-14 标题:Asymmetric synthesis of intermediates for retroviral protease inhibitor compounds 发明人:WISSNER ALLAN; TROVA MICHAEL P 权利人:AMERICAN CYANAMID CO 摘要:The disclosure describes an improved process for producing optically active compounds of Formula II or III, which compounds are useful as intermediates for preparing compounds active as inhibitors of retroviral protease enzymes: ##STR1## wherein R 1 , R 50 and Z are described in the specification. The improved process includes either synthesis of diastereomeric iodolactones which are separated prior to conversion to compounds of Formula II or III or synthesis of an epoxide which is converted directly to compounds of Formula II and III.
专利号:US-6472534-B2 优先权日:1999-10-21 标 题:Methods for the preparation of intermediates in the synthesis of HIV-protease inhibitors 发明人:BORER BENNETT C; ZOOK SCOTT E; BUSSE JULIETTE K 权利人:AGOURON PHARMA 摘要:Methods for the preparation of chemical intermediates in the synthesis of HIV-protease inhibitors related to and including nelfinavir mesylate are disclosed. The method of this invention comprises converting tetrohydran derivatives into oxazolines to provide key reaction intermediates for the preparation of nelfinavir. Also disclosed is a method for the preparation of a chiral amino alcohol from an epoxy-tetrahydrofuran.
专利号:US-6340760-B1 优先权日:1998-06-26 标题:Process for the preparation of (S)-N-tert-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxyamide 发明人:BELLANI PIETRO; FRIGERIO MARCO 权利人:CLARIANT LSM ITALIA S P A 摘要:A description is given here of a novel process for the synthesis of N-carboxyanhydride of formula VIby reacting (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid with triphosgene in dioxane; a description is also given of a process for the synthesis of (S)-N-tert-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxyamide by treating the N-carboxyanhydride VI so obtained with tert-butylamine.
专利号:US-6433177-B1 优先权日:1999-11-25 标 题 :Process for the preparation of (S)-N-tert-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide 发明人:BELLANI PIETRO; BANFI ALDO 权利人:CLARIANT LSM ITALIA S P A 摘要:It is here described a new process for the synthesis of (S)-N-tertbutyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide wherein the N-carboxy anhydride of formulais treated with tert-butylamine in an organic inert solvent, preferably toluene, at a temperature of between -80 and -30° C.
专利号:US-6586597-B1 优先权日:1998-12-14 标 题 :Continuous process for the preparation of optically pure decahydroisoquinolinecarboxamide 发明人:PARK SANG-HOON; KWAK BYOUNG-SUNG; KIM TAE-YUN; LEE IN-WOO; OH SEUNG-HOON 权利人:SK CORP 摘要:The present invention relates to a continuous process for the preparation of [3S-(3α, 4 a β, 8 a β)]-N-tert-butyl-decahydro-3-isoquinolinecarboxamide, an intermediate useful in the synthesis of compounds for the treatment of viral diseases, from the reduction of N-tert-butyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxamide with a noble metal catalyst supported on inorganic oxide carrier in a fixed bed reaction system, with a high optical yield.
参考标题:Process For Synthesis Of Syn Azido Epoxide And Its Use As Intermediate For The Synthesis Of Amprenavir & Saquinavir 摘要:Disclosed Herein Is A Novel Route Of Synthesis Of Syn Azide Epoxide Of Formula 5, Which Is Used As A Common Intermediate For Asymmetric Synthesis Of Hiv Protease Inhibitors Such As Amprenavir, Fosamprenavir, Saquinavir And Formal Synthesis Of Darunavir And Palinavir Obtained By Cobalt-Catalyzed Hydrolytic Kinetic Resolution Of Racemic Anti-(2Sr,3Sr)-3-Azido-4-Phenyl-1,2-Epoxybutane (Azido-Epoxide).