CAS: 611-72-3; Dl-Mandelic Acid

上下游产品

2-(morpholin-4-yl)ethanethiol 2,2-dihydroxy-1-phenyl-ethanone tetrachloromethane 1-Phenyl-2-propen-1-ol2-methyl-5-phenyl-[1,3]dioxolan-4-one mandelic acid-tetrahydrofurfuryl ester 2-hydroxy-2-phenyl-N-(pyridin-2-yl)acetamide N-(5-methyl-[2]pyridyl)-mandelamideN-(5-methyl-[2]pyridyl)-mandelamide

专利信息

专利号:WO-2013008044-A1
优先权日:2011-07-08
标题:Synthesis of (+) and (-) 1 -(5,5-diphenyltetrahydrofuran-3- yl)-n,n-dimethylmethanamine, (+) and (-) 1-(2,2-diphenyltetrahydrofuran-3-yl)-n,n- dimethylmethanamine and (+) and (-) 1-(2,2- dffhenyltetrahydrofuran-3-yl)-n-metihylmethanamine
发明人：WAMVAKIDES ALEXANDRE; MOUTSOS VASSILIOS; SCHMITT MARTINE
权利人:ANAVEX LIFE SCIENCES CORP; WAMVAKIDES ALEXANDRE; MOUTSOS VASSILIOS; SCHMITT MARTINE
摘要:The current invention covers the synthesis of (+) and (-) l-(5,5-diphenyItetrahydrofuran-3- yl)-N,N-dimethylmethanamine [(±)1] and [(-)1] respectively, including their pharmacologically acceptable acid addition salts. The new products can be synthesized starting from 5,5-diphenyltetrahydrofuran-2(3H)-one (4) after insertion of an aldehyde group in the α-position, reduction to the prochiral 3-(hydroxymethyl)-1, 1-diphenylbutane-1,4-diol (6), chemoenzymatic desymmetrization using the enzyme Amano Lipase PS30, tosylation, intramolecular nucleophilic attack, hydrolysis, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine, thus producing (+) 1-(5,5-diphenyl- tetrahydrofuran-3-yl)-N,N-dimethylmethanamine [(+)1]. Protection of the product of the chemoenzymatic desymmetrization with tert-butyldimethylsilyl chloride, hydrolysis, tosylation, intramolecular nucleophilic attack, removal of tert-butyldimethylsilyl group, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine produces (-) 1-(5,5-diphenyltetrahydrofuran-3-yl)-N,N-dimethylmethanamine [(-)1]. It also covers the synthesis of (+) and (-) 1-(2,2-diphenyltetrahydrofuran-3-yl)-N,N- dimethylmethanamine [(+)2] and [(-)2] respectively and (+) and (-) 1-(2,2-diphenyl- tetrahydrofuran-3-yl)-N-methylmethanamine \\(+)3] and [(-)3] respectively, including their pharmacologically acceptable acid addition salts. The new products can be synthesized either starting from the reduction of 5-oxo-2,2-diphenyltetrahydrofuran-3-carboxylic acid (13) with LiA1H 4 , followed by the cyclization of the obtained triol (14) under acidic conditions, reaction with 1S-(-) or1R-(+)camphanic chloride, recrystallization, hydrolysis, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine or methylamine, or by the reaction of R-(-) or S-(+) Mandelic acid and acetic acid with racemic 1-(2,2-diphenyltetrahydrofuran-3-yl)-N,N-dimethylmethanamine (2), recrystallization, followed by reaction with an aqueous solution of NaOH. The compounds mentioned in the invention present neuroprotective, antiepileptic and antidepressant activity and can be used as therapeutic agents.

专利号:US-8791287-B2
优先权日:2010-07-02
标 题:Process for the synthesis of tapentadol and intermediates thereof
发明人：MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO; LANDONI NICOLA
权利人:MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO; LANDONI NICOLA; EUTICALS SPA
摘要:The object of the present invention is a new process for the synthesis of tapentadol, both as free base and in hydrochloride form, which comprises the step of alkylation of the ketone (VII) to yield the compound (VIII), as reported in Diagram 1, with high stereoselectivity due to the presence of the benzyl group as substituent of the amino group. It was surprisingly found that this substitution shifts the keto-enol equilibrium towards the desired enantiomer and amplifies the capacity of the stereocenter present in the compound (VII) to orient the nucleophilic addition of the organometallic compound at the carbonyl towards the desired stereoisomer. This substitution thus allows obtaining a considerable increase of the yields in this step, and consequently allows significantly increasing the overall yield of the entire tapentadol synthesis process. n A further object of the present invention is constituted by the tapentadol free base in solid form, obtainable by means of the process of the invention. n Still another object of the invention is represented by the crystalline forms I and II of the tapentadol free base. n A further object of the present invention is the mixture of the crystalline forms I and II of the tapentadol free base.

专利号:US-2013150622-A1
优先权日:2011-12-12
标题:Stereoselective synthesis of tapentadol and its salts
发明人：FANDRICK DANIEL ROBERT; RODRIGUEZ SONIA; YANG BING-SHIOU
权利人:BOEHRINGER INGELHEIM INT; BOEHRINGER INGELHEIM INT
摘要:A process for the synthesis of a salt of tapentadol.

专利号:US-10604479-B2
优先权日:2013-11-18
标 题:Continuous process for the one-pot synthesis of metal salts and metal complexes
发明人：LEONARDI GIULIANO; GASPERONI GIOVANNI
权利人:VOLARE & CONNECTING LLC; LEONARDI GIULIANO; NOVUS INT INC
摘要:A continuous process is described for the one-pot synthesis of compounds, such as metal salts and metal complexes, as well as optionally for the protection of the compounds thus obtained by coating and/or impregnation with suitable compounds.

专利号:WO-2023227996-A1
优先权日:2022-05-24
标题 :A deuterated amine compounds and process for synthesis thereof
发明人：AMBATI VIJAY; KOTHARI MANISH; JONNALAGADDA NAGASIVARAO; ALETI RANJITH; KANDASAMY DR SAKHTIVEL; ROHIT CHITTALURI KRISHNA; REDDY KATUKURI MALLIKHARJUNA
权利人:CLEARSYNTH LABS LTD
摘要:The present invention relates to a process for synthesis of a deuterated compound. Most particularly, it relates to synthesis of a deuterated amine compounds of formula (l) and salts thereof. The said compound is an important key intermediate in the synthesis of deuterated drugs and/or chemical compounds.

专利号:US-6469133-B2
优先权日:1999-12-13
标题 :Process for the preparation of polymers of dimeric cyclic esters
发明人：BAKER GREGORY L; SMITH III MILTON R
权利人:UNIV MICHIGAN STATE
摘要:The present invention provides a process for the direct synthesis of high melting polymers made from dimeric cyclic esters. In particular, the present invention provides a process for synthesis of polylactic acid (PLA) from racemic materials such as racemic lactide and polymandelide from mandelide. The process further provides racemic metal organic ligand catalysts such as racemic salbinap that catalyzes the polymerization of racemic dimeric cyclic ester monomers to a polylactide stereocomplex. Polymandelide and mixed dimeric cyclic esters are also prepared in the presence of low amounts of water.