专利号:WO-2024105421-A1 优先权日:2022-11-17 标题 :SYNTHESIS OF α,β-UNSATURATED CARBONYLS FROM ALKENES VIA SULFONIUM INTERMEDIATES AND THEIR APPLICATION IN THE SYNTHESIS OF CONJUGATED DIENE PHEROMONES, KAIROMONES, AND RELATED COMPOUNDS 发明人:ANGYAL PÉTER; KOTSCHY ANDRÃ?S MIKLÓS; DUDÃ?S Ã?DÃ?M; SOÓS Tibor; VARGA SZILÃ?RD 权利人:TERMESZETTUDOMANYI KUTATOKOEZPONT; EOETVOES LORAND TUDOMANYEGYETEM 摘要:α,β-Unsaturated aldehydes are useful products as such in agrochemistry, but also potential intermediates for the preparation of important insect pheromones and kairomones. Until now, primarily the thermodynamically more stable (E)-α,β-unsaturated aldehydes have been identified as useful intermediates in the production of conjugated diene pheromone compounds, however, their practical and cost-effective synthesis on an industrial scale remains challenging. The problem to be solved by the present invention is to provide a method for selective oxidation of alkenes to α,β-unsaturated carbonyls which can be further transformed into pheromones and kairomones preferably without isolation and significant loss of the existing stereochemical purity.
专利号:US-2016318862-A1 优先权日:2013-09-25 标 题:Synthesis of delta 12-pgj3 and related compounds 发明人:NICOLAOU KYRIACOS C; HERETSCH PHILIPP; HALE CHRISTOPHER R H; EL GHZAOUI ABDELLATIF EL MARROUNI; PULUKURI KIRAN KUMAR; YU RUOCHENG; GROVE CHARLES 权利人:UNIV RICE WILLIAM M 摘要:In one aspect, the present invention provides novel derivatives of Δ 12 -PGJ 3 and modular synthetic pathways to obtaining Δ 12 -PGJ 3 and derivatives thereof. In some aspects, the present derivatives of Δ 12 -PGJ 3 are useful as chemotherapeutic agents. The present disclosure also describes compositions of these derivatives as well as methods of use of the derivatives thereof.
专利号:US-7968736-B2 优先权日:2002-09-06 标 题:Analogs of discodermolide and dictyostatin-1, intermediates therefor and methods of synthesis thereof 发明人:CURRAN DENNIS P; SHIN YOUSEUNG; CHOY NAKYEN; DAY BILLY W; BALACHANDRAN RAGHAVAN; MADIRAJU CHARITHA; TURNER TIFFANY 权利人:UNIV PITTSBURGH & MDASH OF THE COMMONWELTH SYSTEMS OF HIGHER EDUCATION 摘要:A compound of the following structure: n n n n n n n n n n wherein R 1 is H, an alkyl group, an aryl group, an alkenyl group, an alkynyl group, or a halogen atom; n R 2 is H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e ; n R a , R b and R c are independently an alkyl group or an aryl group; n R d is an alkyl group, an aryl group, an alkoxylalkyl group, —R i SiR a R b R c or a benzyl group, wherein R i is an alkylene group; n R e is an alkyl group, an allyl group, a benzyl group, an aryl group, an alkoxy group, or —NR g R h , wherein R g and R h are independently H, an alkyl group or an aryl group; n R 3 is (CH 2 ) n where n is and integer in the range of 0 to 5, —CH 2 CH(CH 3 )—, —CHâ•?CH—, —CHâ•?C(CH 3 )—, or —C≡C—; n R 4 n n n n n n n n n n n n  wherein y1 and y2 are 1 and y3, y4 and y5 are independently 0 or 1, R k1 , R k2 , R k3 , R k4 and R k5 are independently H, CH 3 , or OR 2a , and R s1 , R s2 , R s3 , and R s4 are independently H or CH 3 , wherein R 2a is H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e ; and n R 5 is H or OR 2b , wherein R 2b is H, an alkyl group, an aryl group, an aryl group,a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e .
专利号:US-2023303474-A1 优先权日:2020-07-30 标 题 :Total syntheses of specialized pro-resolving mediators (spms), structural isomers and structural analogs 发明人:MARETTE ANDRÉ; MALTAIS RENÉ; POIRIER DONALD; SANCÉAU JEAN-YVES 权利人:UNIV LAVAL 摘要:A method for the synthesis of specialized pro-resolving mediators, structural isomers thereof and analogs thereof is disclosed herein. The method comprises reacting a compound of the formula (I): n n n n n n n n n n n n wherein R 1 is alkyl (C≤12) , cycloalkyl (C≤12) , alkenyl (C≤12) , alkylidene (C≤12) , alkynyl (C≤12) , aryl, aralkyl, heteroaryl or heteroaralkyl; and X 1 , X 2 and X 3 are each independently hydroxy or OP, wherein P is a hydroxy protecting or hydroxy activating group; with a reducing agent under conditions sufficient to produce a compound of the formula (II): n n n n n n n n n n n n n n n n wherein: R 1 , X 1 , X 2 and X 3 are as defined above. n n n n n Novel protectins, more specifically novel structural isomers and analogs of PD1 and PDX are also disclosed.
专利号:US-12049443-B2 优先权日:2018-12-10 标题 :Synthesis of conjugated diene pheromones and related compounds 发明人:WAMPLER KEITH M; LEE CHOON WOO; ROZZELL DAVID 权利人:PROVIVI INC 摘要:Methods for preparing conjugated dienes are described. An α,β-unsaturated E olefin intermediate may be prepared via cross-metathesis using a catalyst comprising a transition metal (e.g., ruthenium), a first carbene ligand (e.g., a substituted indenylidene) and an N-heterocyclic carbene ligand (e.g., an imidazolidinylidene). The catalyst further includes a phenylphosphine ligand, a tri(isopropoxy)phosphine ligand, a dimethylsulfoxide ligand, an acetonitrile ligand, or a pyridine ligand. Following the cross metathesis-step, the α,β-unsaturated aldehyde intermediate may be converted to the conjugated diene product via reaction with a phosphonium ylide. Products obtained via the methods of the disclosure include (7E,9Z)-dodeca-7,9-dien-1-yl acetate, a pheromone produced by Lobesia botrana (European grapevine moth), and other insect pheromones.
专利号:WO-0144185-A1 优先权日:1999-12-16 标题 :Carbon monoxide-based synthesis of spla2 inhibitors 发明人:SAWYER JASON SCOTT 权利人:LILLY CO ELI; SAWYER JASON SCOTT 摘要:A method of making a compound, comprises reacting a compound represented by formula (I), with CO and a catalyst, to form the compound of formula (II); where formula (I) is and, formula (II) is and where R2 is selected from the group consisting of R20 -OR20, -SR20, -NR20R20'and -C(O)R20; R3, R4, R5, R6 and R7 are each individually selected from the group consisting of H, halogen, R, -OR, -SR, -NRR', -C(O)R, -C(O)OR, -S(O)R and -S(O)2R; provided that at least one of R4 and R5 is not H; each R and R20 is individually selected from the group consisting of alkyl, alkenyl, alkynyl, aryl and heterocyclic radical; and each R' and R20' is individually selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl and heterocyclic radical. The method provides an alternative route to indole-3-glyoxylamide compounds.