CAS: 155976-13-9; (S)-2-((Tert-Butoxycarbonyl)Amino)-2-Cyclopropylacetic Acid

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609768-49-2 54256-41-6 49606-99-7

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CAS号638207-62-2 N-叔丁氧羰基-环丙基甘氨酸甲酯 | CAS号765-43-5 环丙甲基酮 | CAS号15785-26-9 (S)-环丙氨基乙酸 | CAS号768356-83-8 甲基 2-氨基-2-环丙基醋酸盐 | CAS号638207-64-4 methyl 2-((tert... | CAS号24424-99-5 二碳酸二叔丁酯 | CAS号49606-99-7 L-环丙基甘氨酸 | CAS号116611-45-1 (2R)-2-B°C-氨基-3... | CAS号49606-99-7 L-环丙基甘氨酸

环丙甲基酮置于potassium Permanganate,Pichia Pastoris Formate Dehydrogease,Thermoactinomyces Intermedius Leucine Dehydrogenase,β-烟酰胺腺嘌呤二核苷酸,水,甲酸铵,Potassium Carbonate,Sodium Hydroxide,1,4-二巯基-2,3-丁二醇体系中,用 水 用作溶剂,化学反应 21.0H,反应生成Boc-L-环丙基甘氨酸
参考文献:Preparation Of (S)-1-Cyclopropyl-2-Methoxyethanamine By A Chemoenzymatic Route Using Leucine Dehydrogenase
标题:Preparation Of (S)-1-Cyclopropyl-2-Methoxyethanamine By A Chemoenzymatic Route Using Leucine Dehydrogenase
摘要:(S)-1-Cyclopropyl-2-Methoxyethanamine Is A Key Chiral Intermediate For The Synthesis Of A Corticotropin-Releasing Factor-1(Crf-1) Receptor Antagonist. Resolution Of The Racemic Amine By Transaminase From Vibrio Fluvalis Gave A 38% Yield Of The S-Amine With 53% Ee. Resolution By Lipase-Catalyzed Acylation Provided The S-Amine In 35% Yield With 91% Ee. With Limited Success Of These Resolution Approaches,An Efficient Chemo-Enzymatic Route To (S)-1-Cyclopropyl-2-Methoxyethanamine Was Devised Starting From Methylcyclopropyl Ketone. Permanganate Oxidation Of The Ketone Gave Cyclopropylglyoxylic Acid,Which Was Converted To (S)-Cyclopropylglycine By Reductive Amination Using Leucine Dehydrogenase From Thermoactinomyces Intermedius With Nadh Cofactor Recycling By Formate Dehydrogenase From Pichia Pastoris. Both Enzymes Were Cloned And Expressed In Recombinant E. Coli. (S)-Cyclopropylglycine Obtained From Enzymatic Reductive Amination Was Isolated As The N-Boc Derivative And Converted To The Desired Amine By Reduction,Methylation,And Deprotection To Give (S)1-Cyclopropyl-2-Methoxyethanamine In 62% Overall Yield From Cyclopropylglyoxylic Acid,With No Detectable R-Enantiomer.
Doi:10.1021/op2003562

专利信息

专利号:JP-2001503782-A
优先权日:1996-11-22
标题 :Method and compound for inhibiting release of beta-amyloid peptide and / or its synthesis