专利号:WO-9740025-A1 优先权日:1996-04-19 标 题 :Solid phase and combinatorial synthesis of substituted 1,2,3-triazoles and of arrays of substituted 1,2,3-triazoles 发明人:DOERWALD FLORENCIO ZARAGOZA 权利人:NOVO NORDISK AS; DOERWALD FLORENCIO ZARAGOZA 摘要:A solid phase method for the synthesis of a plurality of differently substituted 1,2,3-triazoles with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The 1,2,3-triazoles are prepared by acylation of a substrate-bound primary or secondary amine with a 3-oxoalkanoic acid and reaction of the resulting amide with a primary amine under dehydrating conditions to give an enamine. Treatment of this substrate-bound enamine with a sulfonyl azide in the presence of a base gives the corresponding 1,2,3-triazoles. These may be screened on the substrate or cleaved from the substrate and then screened in solution. The efficient synthesis of a wide variety of 1,2,3-triazoles using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse triazole-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.
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-4287123-A 优先权日:1980-01-14 标题 :Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate 发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER 权利人:MERCK & CO INC 摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R is a readily removable carboxyl protecting group; and is a readily removable acyl group.
专利号:US-4282148-A 优先权日:1980-01-14 标 题:Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid 发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER 权利人:MERCK & CO INC 摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.
专利号:US-4414155-A 优先权日:1980-01-14 标题 :Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid 发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER 权利人:MERCK & CO INC 摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.
专利号:US-4269772-A 优先权日:1980-01-14 标 题 :Synthesis of thienamycin via trans-3-carboxymethylene-4-carboxy-5-methyl-Δ2 -isoxazoline 发明人:MELILLO DAVID G; RYAN KENNETH M 权利人:MERCK & CO INC 摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R5 and R6 are removable protecting groups.
参考标题:One-Pot Synthesis Of Sulfonamides And Sulfonyl Azides From Thiols Using Chloramine-T 作者:Behrooz Maleki,Saba Hemmati,Reza Tayebee,Sirous Salemi,Yasaman Farokhzad,Mehdi Baghayeri,Farrokhzad Mohammadi Zonoz,Elahe Akbarzadeh,Rohollah Moradi,Azam Entezari,Mohammad Reza Abdi,Samaneh Sedigh Ashrafi,Fereshteh Taimazi,Majid Hashemi |发布日期:2013.11 摘要:A Convenient Synthesis Of Sulfonamides And Sulfonyl Azides From Thiols Is Described. In Situ Preparation Of Sulfonyl Chlorides From Thiols Was Accomplished By Oxidation With Chloramine‐t (=n‐chlorotosylamide=n‐chloro‐4‐methylbenzenesulfonamide), Tetrabutylammonium Chloride (Bu4Ncl), And H2O. The Sulfonyl Chlorides Were Then Further Allowed To React With Excess Amine Or Nan3 In The Same Pot.
合成参考文献
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