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-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:EP-4619374-A1 优先权日:2022-11-17 标 题:Synthesis of a-beta-unsaturated carbonyls from alkenes via sulfonium intermediates and their application in the synthesis of conjugated diene pheromones, kairomones, and related compounds
专利号:JP-2005350435-A 优先权日:2004-06-14 标题 :Synthesis of loxl (lysyl oxidase-like) isoform for stimulating formation of elastic fiber and stimulation of activity
专利号:US-4056545-A 优先权日:1975-08-05 标题 :Manufacture of olefinically unsaturated esters 发明人:HOFFMANN WERNER; BAUMANN MANFRED 权利人:BASF AG 摘要:A process for the manufacture of alpha , beta , gamma , delta -unsaturated esters containing a very high proportion of the 4(Z)-isomer, which are valuable perfume and flavor materials. The alpha , beta , gamma , delta -unsaturated esters are manufactured by a Wittig synthesis from phosphoranes and fumaraldehyde-acid esters under specific conditions.
专利号:WO-2024097977-A1 优先权日:2022-11-04 标题:Silk nanoparticle synthesis: tuning size, dispersity, and surface chemistry for drug delivery 发明人:SHAIDANI SAWNAZ; FALCUCCI THOMAS; FOSTER OLIVIA; SAHOO JUGAL KISHORE; HASTURK ONUR; KAPLAN DAVID L; JACOBUS CHARLOTTE S 权利人:TUFTS COLLEGE 摘要:Methods disclosed herein relate to generating silk nanoparticles with a low polydispersity index (PDI). Methods include adding a silk solution dropwise into a volatile solvent that is miscible with water, thereby forming a precipitate-bearing solution and applying shear forces to the precipitate-bearing solution for a length of time sufficient to achieve evaporation of at least 95% of the volatile solvent, thereby producing a population of silk fibroin nanoparticles in water having a polydispersity index (PDI) of 0.35 or less, including but not limited to, a PDI of 0.330 or less, 0.325 or less, 0.315 or less, 0.310 or less, 0.30 or less, 0.275 or less, 0.250 or less, 0.225 or less, or 0.200 or less. Parameters related to silk fibroin molecular weight, silk fibroin concentration, shear force application, and temperature may all be modified to achieve silk nanoparticles of a particular size exhibiting particular PDIs.
[参考文献]: Silvia Schmidt, Et Al. Biological Activity Of Ethyl (E,Z)-2,4-Decadienoate On Different Tortricid Species: Electrophysiological Responses And Field Tests. Environ Entomol. 2007 Oct;36(5):1025-31.
合成参考文献
摘要:Berkessel, A.; Engler, H.; Leuther, T. M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 245.