专利号:WO-2021014395-A1 优先权日:2019-07-24 标题:Process for the synthesis of deuterated capsaicin, capsaicinoids and synthetic capsaicin analogs 发明人:ORUGANTI SRINIVAS; AMRUTAPU SRAVANTH KUMAR; SAMPATH MAGESH; SEN SAIKAT 权利人:DR REDDY’S INST OF LIFE SCIENCES 摘要:The present application provides novel processes for the synthesis of deuterated intermediates of capsaicinoids, particularly II, III, IV and V of capsaicinoids, relating to pharmaceutical applications. The invention also provides novel intermediates of compounds of formula IX, XIV, XV, XVI, XVII, XVIII, XX and XXI utilized in the process of making deuterated capsaicin II, III, IV and V.
专利号:US-10308588-B2 优先权日:2014-12-15 标 题 :Synthesis of amides and amines from aldehydes or ketones by heterogeneous metal catalysis 发明人:CÓRDOVA ARMANDO; PALO-NIETO CARLOS; AFEWERKI SAMSON 权利人:ORGANOFUEL SWEDEN AB 摘要:A mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalyst and amine donor is disclosed. The initial heterogeneous metal-catalyzed reaction between the carbonyl and the amine donor components is followed by the addition of a suitable acylating agent component in one-pot, thus providing a catalytic one-pot three-component synthesis of amides. Integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis of amides from aldehyde and ketone substrates, respectively. The process can be applied to asymmetric synthesis or to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. A co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.
专利号:US-11891351-B2 优先权日:2020-03-20 标 题 :Synthesis of capsaicin derivatives 发明人:LAGER ERIK 权利人:AXICHEM AS 摘要:The present invention relates to the synthesis of capsaicin derivatives, specifically to the synthesis of 6-heptyne derivatives of capsaicin.
专利号:US-11168050-B2 优先权日:2014-03-27 标 题 :Efficient synthesis of amines and amides from alcohols and aldehydes by using cascade catalysis 发明人:CÓRDOVA ARMANDO; BERGLUND PER; ANDERSON MATTIAS; AFEWERKI SAMSON 权利人:XP CHEMISTRIES AB 摘要:The present invention relates generally to an eco-friendly methodology for the conversion of alcohols and aldehydes to amines and amides using an integrated enzyme cascade system with metal- and organocatalysis. More specifically, the present invention relates to synthesis of capsaicinoids starting from vanillin alcohol and using a combination of an enzyme cascade system and catalysts. Furthermore, the method also relates to synthesis of capsaicinoids derivatives starting from vanillin alcohol derivatives and using a combination of an enzyme cascade system and catalysts.
专利号:WO-2016171538-A1 优先权日:2015-04-22 标 题 :Enzymatic-chemical method for the synthesis of vanillylamides of organic acids 发明人:TORRES GAVILÃ?N ALEJANDRO; REGLA CONTRERAS JOSÉ IGNACIO; CASTILLO ROSALES EDMUNDO; LÓPEZ-MUNGUÃ?A CANALES AGUSTÃ?N 权利人:UNIV NAC AUTÓNOMA DE MÉXICO 摘要:The invention relates to a method for synthesising vanillylamides of organic acids, based on vanillin oxime, inorganic salts of vanillylamine or based on organic salts of vanillylamine having organic acids. The method involves: the chemical synthesis of vanillylamine organic salts based on the hydrogenation of the vanillin oxime in the presence of an organic acid; the release of vanillylamine inorganic salts in the presence of a base or carbonate and an organic acid; and an enzymatic condensation of the two elements that form the organic salt, the vanillylamine and the organic acid, in order to bring about the synthesis of organic acid vanillylamides. The organic acid used for the reaction can be any organic acid: natural or synthetic, saturated, linear or branched, having substituents such as hydroxyl groups or others. The reactions can be carried out independently or in sequence. These capsaicinoid compounds, components similar to capsaicin or vanillylamides can be used as a pungent material, irritant, in pharmaceutical products, as additives in food, in cosmetics, among others.
专利号:US-11912647-B2 优先权日:2020-05-22 标 题:Diversity-oriented synthesis of N,N,O-trisubstituted hydroxylamines from alcohols and amines by N—O bond formation 发明人:CRICH DAVID; HETTIKANKANAMALAGE ASIRI; HILL JARVIS 权利人:UNIV GEORGIA 摘要:In one aspect, the disclosure relates to a method for the direct synthesis of complex N,N,O-trisubstituted hydroxylamines by N—O bond formation. In another aspect, the method can successfully be employed using a wide variety of commercially available alcohols and secondary amines and enables the construction of large fragment-based libraries of trisubstituted hydroxylamines for drug discovery purposes. Also disclosed are N,N,O-trisubstituted hydroxylamines having low basicity, high stability at ambient temperatures, and an inherent lack of reactivity towards acetylating and sulfonylating enzymes that confer mutagenicity on less-substituted hydroxylamines.
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