CAS: 736131-48-9; (S)-3-Amino-3-(2-Methylphenyl)Propionic Acid

上下游产品

CAS号21464-57-3 ethyl 3-amino-3... | CAS号611-15-4 2-甲基苯乙烯 | CAS号83725-15-9 4-(2-METHYLPHEN...

4-(邻甲苯基)氮杂环丁烷-2-酮置于盐酸,水体系中,用 甲基叔丁基醚 作为反应溶剂,化学反应 9.0H,反应生成 (S)-3-氨基-3-(2-甲基苯基)-丙酸
参考文献:Enzymatic Preparation Of (S)-3-Amino-3-(O-Tolyl)Propanoic Acid,A Key Intermediate For The Construction Of Cathepsin Inhibitors
标题:Enzymatic Preparation Of (S)-3-Amino-3-(O-Tolyl)Propanoic Acid,A Key Intermediate For The Construction Of Cathepsin Inhibitors
摘要:Enantiomerically Pure (S)-3-Amino-3-(O-Tolyl)Propanoic Acid [(S)-6],Identified As The Preferred Enantiomeric Form For The Construction Of Novel Beta-Amino Acid Derivatives As Inhibitors Of Cathepsin,Was Prepared Through Both Indirect And Direct Enzymatic Strategies. Resolution Of Hydroxymethylated Beta-Lactam (+/-)-1 Through Burkholderia Cepacia Lipase Psim-Catalysed R-Selective Butyrylation (E > 200) Was First Carried Out In T-Buome. Treatment Of The Unreacted (S)-1 With 18% Hcl Then Furnished The Desired (S)-6 Center Dot Hcl. Next,Candida Antarctica Lipase B Catalysed The Ring Cleavage Of Racemic 4-(O-Tolyl)Azetidin-2-One [(+/-)-2] With Excellent R Enantioselectivity (E > 200),Either In T-Buome With Added H2O As Nucleophile Or In H2O At 60 Degrees C. Hydrolysis Of The Less Reactive Beta-Lactam Enantiomer [(S)-2] With 18% Hcl Afforded (S)-6 Center Dot Hcl. A Direct Enzymatic Route To Enantiomeric (S)-6 Was Finally Optimized Through The Lipase Psim-Catalysed S-Enantioselective (E>200) Hydrolysis Of Racemic Ethyl 3-Amino-3-(O-Tolyl)Propanoate [(+/-)-3] In T-Buome With Added H2O At 45 Degrees C Or In H2O At 3 Degrees C. (C) 2013 Elsevier B.V. All Rights Reserved.
DOI:10.1016/j.Molcatb.2013.04.001

专利信息

专利号:EP-2826772-A1
优先权日:2010-01-26
标题 :Intermediates for the synthesis of oxygen-substituted 3-heteroaroylamino-propionic acid derivatives