CAS: 532-28-5; Mandelonitrile

上下游产品

Benzil dicyanohydrin ethanol benzaldehyde hydrogen cyanide2-phenyl-2-piperidinoacetonitrile 1-cyanobenzyl benzoate 1-hydroxy-1-phenylbutan-2-one 5-methyl-3-phenyl-1-benzofuran-2(3H)-one

O-(Diphenylphosphinoyl)-Benzaldehyd-Cyanhydrin置于二异丁基氢化铝体系中,用 四氢呋喃 作为反应溶剂,以71%的收率获得产物扁桃腈
参考文献:在二芳基膦氧化物存在下通过α-取代的丙二腈的好氧氧化制备o-保护的氰醇
标题:在二芳基膦氧化物存在下通过α-取代的丙二腈的好氧氧化制备o-保护的氰醇
摘要:使用二芳基膦氧化物在o 2的存在下,实现了轻度,无氰化物的反应,并由易于获得的α-取代的丙二酸高效合成了o-膦酰基保护的氰醇.机理研究表明,除了丙二腈衍生物的初始有氧氧化外,该过程的显着特征还包括四面体中间体的形成和随后的分子内重排.可以通过醇解或通过用dibal-H还原来除去膦酰基保护基.
DOI:10.1021/acs.Orglett.9B00569

专利信息

专利号:US-11987826-B2
优先权日:2020-01-21
标 题:Nitrilase mutant and application thereof in the synthesis of an anti-epileptic drug intermediate
发明人：XUE YAPING; XIONG NENG; Lv Peijin; ZHENG YUGUO
权利人:UNIV ZHEJIANG TECHNOLOGY
摘要:The present invention provides a nitrilase mutant protein with increased thermal stability and its application in the synthesis of an anti-epileptic drug intermediate, wherein the mutant is obtained by mutating one or two of the amino acids at position 151, 223 and 250 of the amino acid sequence shown in SEQ ID No. 2. the thermal stability of the nitrilase mutant AcN-T151V/C223A/C250G was increased by up to 1.73 folds. The yield of the final product was up to 95% using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1M 1-cyanocyclohexylacetonitrile to produce 1-cyanocyclohexyl acetic acid at 35° C. And the yield of the final product was up to 97% when hydrolyzing 1.2M 1-cyanocyclohexylacetonitrile at 35° C. The final yield was up to 80% when using the nitrilase mutants obtained by the present invention to synthesize gabapentin.

专利号:US-10006061-B2
优先权日:2014-09-16
标题:Lyase and lyase-encoding DNA, vectors containing the DNA, and method for the asymmetric synthesis of (S)-phenylacetylcarbinol
发明人：ROTHER DOERTE; POHL MARTINA; SEHL TORSTEN; MARX LISA; WESTPHAL ROBERT
权利人:FORSCHUNGSZENTRUM JUELICH GMBH
摘要:The invention relates to a lyase and a lyase-encoding DNA, to vectors containing the DNA and to a method for the asymmetric synthesis of (S)-phenylacetylcarbinol. According to the invention, a lyase is provided, in which tryptophan is replaced with an amino acid at position 543 in protein ApPDC-E469G, said protein being modified with respect to the wild type of Aceobacter pasteurianus , or in which it is less space-filling than tryptophan. According to the invention, deoxyribonucleic acids are furthermore provided, which encode the lyase. (S)-phenylacetylcarbinol can be produced with the lyase according to the invention from the educts benzaldehyde and pyruvate or acetaldehyde with an enantiomeric excess of at least 94%.

专利号:US-12428656-B2
优先权日:2020-02-28
标题 :Nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid
发明人：XUE YAPING; XIONG NENG; LI QIAN; ZHENG YUGUO
权利人:UNIV ZHEJIANG TECHNOLOGY
摘要:The present invention provides a nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid, the nitrilase mutant is obtained by mutating one or two of the amino acids at position 180 and 205 of the amino acid sequence shown in SEQ ID No. 2. In the present invention, by semi-rational design and protein molecular modification, the specific enzyme activity of the nitrilase double mutant AcN-G180D/A205C was increased by up to 1.6 folds, and the conversion rate>99%. And the reaction time was shortened to a quarter of the original using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1-cyanocyclohexylacetonitrile at high temperature (50° C.). Therefore, the mutants obtained by the present invention have a good application prospect in efficiently catalyzing 1-cyanocyclohexylacetonitrile to synthesize gabapentin intermediate, 1-cyanocyclohexyl acetic acid.

专利号:US-7728135-B2
优先权日:2005-01-06
标 题:Synthesis of CCR5 receptor antagonists
发明人：SHI XIONGWEI; ZHU MAN; LEONG WILLIAM; DAHANUKAR VILAS; ZAVIALOV ILIA A; PROIETTI CECELIA; ZHAO SHANNON; LEE HONG-CHANG; LIU YI; NGUYEN HOA N; WU WENXUE; D SA BOSCO; LIANG FENG; TRAN LOC THANH
权利人:SCHERING CORP
摘要:The present invention is directed to the synthesis of 4-[4-[(R)-[1-[cyclopropylsulfonyl)-4-piperidinyl](3-fluorophenyl)methyl]-3(S)-methyl-1-piperazinyl]-1-[(4,6-dimethyl-5-pyrimidinyl)carbonyl]-4-methylpiperidine], and intermediates therefor from readily available starting materials by a novel route.

专利号:US-6818773-B2
优先权日:2001-10-15
标题:Synthesis of 4-[(Z)-4-bromophenyl)(ethoxyimino) methyl]-1'-[(2,4-dimethyl-1-oxido-3-pyridinyl)carbony)]-4'-methyl-1,4-′bipiperidine
发明人：CHEN MINZHANG; D SA BOSCO ANTHONY; LEONG WILLIAM W; GAN TONG; WONG GEORGE S K; TANG SUHAN; NIELSEN CHRISTOPHER MICHAEL
权利人:SCHERING CORP
摘要:In one embodiment, the present invention describes the synthesis of 4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1'-[(2,4-dimethyl-1-oxido-3-pyridinyl)carbonyl]-4'-methyl-1,4'-bipiperidine, and intermediates therefor from easily available starting materials by a simple route.

专利号:EP-0528256-B1
优先权日:1991-08-12
标 题:D-2,4-dihydroxy-3,3-dimethylbutyronitrile, its production and use and process for production of D-pantolactone, D-2,4-dihydroxy-3,3-dimethylbutyramide and D-pantothenic acid
发明人：BEISSWENGER THOMAS DR; HUTHMACHER KLAUS DR; KLENK HERBERT DR
权利人:DEGUSSA
摘要:2.1. D-(-)-Pantolactone is an important intermediate in the synthesis of D-(+)-pantothenic acid or D-panthenol and can be obtained from the racemic compound by elaborate racemate resolution methods in the form of pantoic acid salts with chiral auxiliary bases and subsequent resolution of the pairs of salts with subsequent cyclisation of the pantoic acid. Since this synthesis is very elaborate, the object of the present invention is to provide a more suitable intermediate for pantolactone synthesis, which is to be obtainable straightforwardly and at low cost. 2.2. Such an intermediate is D-2,4-dihydroxy-3,3-dimethylbutyronitrile in an optical purity (D:L) of at least 80:20. D-(-)-pantolactone can be prepared in high yields by hydrolysis of the nitrile with concentrated acids. The nitrile is obtainable by reaction of hydroxypivalaldehyde with hydrogen cyanide in the presence of relatively large amounts of a D-oxynitrilase. 2.3. Preparation of D-(-)-pantolactone and D-(+)-pantothenic acid.