专利号:US-2024294462-A1 优先权日:2023-02-15 标题:Method for the Synthesis of Ionizable Lipids Using a Doubly Alkylated Intermediate 发明人:SAADATI FARIBA; TRAN HUY; CIUFOLINI MARCO; ATMURI N D PRASAD 权利人:NANOVATION THERAPEUTICS INC 摘要:Provided herein is a method for the preparation of ionizable, cationic amino lipids using a doubly alkylated nucleophilic intermediate to produce a ketone. The ketone, or a corresponding alcohol, is subjected to one or more synthesis steps to add an ionizable moiety thereto. The method can be advantageously employed for the synthesis of unsymmetrical analogues of the above lipids that would be considerably more difficult to make by alternative strategies. The method can also be used to prepare symmetrical ionizable, cationic amino lipids with fewer steps and/or with the use of fewer hazardous chemicals than known synthesis methods.
专利号:US-8859763-B1 优先权日:2013-05-17 标题 :Process for the synthesis of 3,4-dimethoxybicyclo[4.2.0]OCTA-1,3,5-triene-7-carbonitrile, and application in the synthesis of ivabradine and addition salts thereof with a pharmaceutically acceptable acid 发明人:VAYSSE-LUDOT LUCILE; LE FLOHIC ALEXANDRE; VAULTIER MICHEL; PUCHEAULT MATHIEU; KAMINSKI THOMAS 权利人:SERVIER LAB 摘要:Process for the synthesis of the compound of formula (I): n nApplication in the synthesis of ivabradine, addition salts thereof with a pharmaceutically acceptable acid and hydrates thereof.
专利号:US-5817751-A 优先权日:1994-06-23 标 题 :Method for synthesis of diketopiperazine and diketomorpholine derivatives 发明人:SZARDENINGS ANNA KATRIN; CAMPBELL DAVID 权利人:AFFYMAX TECH NV 摘要:The present invention relates to the areas of organic and medicinal chemistry. More specifically, the present invention is concerned with combinatorial and solid phase methods for the synthesis of diverse diketopiperazine derivatives, and the use of such methods to create libraries of diverse diketopiperazine derivatives. The present invention has application in the areas of chemical synthesis, the screening for new diketopiperazine derivatives having beneficial medical properties and the use of such screening to provide compositions and methods including diketopiperazine derivatives for treating disease.
专利号:US-6376649-B1 优先权日:1998-12-18 标题 :Methods for the synthesis of α- hydroxy-β-amino acid and amide derivatives 发明人:SEMPLE JOSEPH E; LEVY ODILE E 权利人:CORVAS INT INC 摘要:Methods for the synthesis of alpha-hydroxy-beta-amino acid and amide derivatives and alpha-ketoamide derivatives and novel derivatives made by these methods are provided. These methods involve reacting a N-terminally blocked (protected) aminoaldehyde with an isonitrile and a carboxylic acid to give an amino-alpha-acyloxy carboxamide. The acyloxy group may be removed to give the derivative. Alternatively the protecting group is removed and acyl shift occurs to give the derivative. These derivatives are useful in the synthesis of compounds such as peptidyl alpha-ketoamides and alpha-hydroxy-beta-carboxylic acid and amide derivatives. Certain of these compounds have been reported to have activity as inhibitors of proteases, such as serine proteases and cysteine proteases.
专利号:US-2025162968-A1 优先权日:2022-02-02 标 题 :Method for Producing Ionizable Lipids or Intermediates for the Synthesis of Such Lipids 发明人:ATMURI N D PRASAD; ARNOLD DEAGLAN; SAADATI FARIBA; KUREK DANIEL; KULKARNI JAYESH; WITZIGMANN DOMINIK; CIUFOLINI MARCO A 权利人:NANOVATION THERAPEUTICS INC 摘要:The present disclosure provides a method for producing one or more intermediates for the synthesis of one or more ionizable lipids, the method comprising: (i) producing a beta-ketoacid by reacting a cyclic ester, a terminal hydroxyester or a derivative thereof, a dicarboxylic acid half ester, or an acid chloride derivative of the dicarboxylic acid half ester, in a condensation reaction, thereby producing the beta-ketoacid or a beta-ketoester that is hydrolyzed to produce the beta-ketoacid; and (ii) decarboxylating the beta-ketoacid, thereby producing the one or more intermediates, wherein the one or more intermediates have a structure that may be defined by Formula A. Further provided is a method for producing ionizable lipid from the intermediate comprising adding an ionizable head group moiety to (a) a ketone group of one or more intermediates having the structure that may be defined by Formula A; or (b) a corresponding alcohol of the intermediate.
专利号:US-4922049-A 优先权日:1989-01-13 标 题:Synthesis of cis-olefins 发明人:BYERS JIM D 权利人:PHILLIPS PETROLEUM CO 摘要:A process for the synthesis of cis-olefins from cis-olefinic alcohols consisting essentially of the following steps: n (a) reacting a cis-olefinic alcohol with a source of an alkali metal ion selected from the group consisting of lithium and sodium ions to form a first reaction product, n (b) then contacting said thus formed first reaction product with a sulfonyl halide compound to form a second reaction product, n (c) then containing said thus formed second reaction product with an alkyl magnesium compound and a cuprous salt to form a third reaction product comprising a cis-olefin wherein said steps are carried out in a suitable organic solvent.
[参考文献]: Hiroshi Nagase, Et Al. Synthesis Of Novel Triplet Drugs With 1,3,5-Trioxazatriquinane Skeletons And Their Pharmacologies. Part 2: Synthesis Of Novel Triplet Drugs With The Epoxymethano Structure (Capped Homotriplet). Bioorg Med Chem Lett. 2011 Oct 15;21(20):6198-202. [参考文献]: Swapan K Samanta, Et Al. Microwave-Assisted Synthesis Of Imidazoles: Reaction Of P-Toluenesulfonylmethyl Isocyanide And Polymer-Bound Imines. Bioorg Med Chem Lett. 2005 Aug 15;15(16):3717-9.
合成参考文献
摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 187. 摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 236. 摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 238. 摘要:Harris, P. A., Science of Synthesis Knowledge Updates, (2021) 3, 134. 摘要:Pilgrim, B. S.; Tucker, M. J., Science of Synthesis Knowledge Updates, (2019) 1, 265.