CAS: 6485-52-5; (S)-2-Amino-2-Phenylacetamide

该化合物是一个有机化合物,其特征是附于苯甘甘油结构的氨化功能组,一般是白色的,白色以外的固体,在水和酒精等极地溶剂中可溶解,反映了其因氨化物组的极性.该化合物因其在各种生化应用中的作用而闻名,特别是在合成药物和作为有机合成的中间体.L-Phenylglycine amide可以参与氨化物的典型反应,如水解和细胞化合成,使其成为多用途建筑块.此外,它可能展示生物活动,可以在药用化学中加以探索,在标准实验室条件下保持稳定,便于处理和储存.与许多氨化物一样,重要的是考虑其在各种化学环境中的再活性和潜在相互作用.

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CAS号24461-61-8 methyl (R)-amin... | CAS号51581-15-8 (2-butoxy-2-oxo... | CAS号72651-17-3 D/L-ALPHA-PHENY... | CAS号53641-60-4 2-苯基甘油腈盐酸盐 | CAS号16750-42-8 2-氨基-2-苯基乙腈 | CAS号155385-85-6 (-)-1S-[(cyano ... | CAS号700-63-0 DL-苯基甘氨酰胺 | CAS号63-91-2 L-苯丙氨酸 | CAS号110207-33-5 N-((S)-2-phenyl... | CAS号673-06-3 D-苯丙氨酸

合成工艺路线路线简述

    2-Amino-2-Phenylacetonitrile置于klebsiella Oxytoca 38.1.2 Nitrile Hydratase体系中,化学反应生成 L-苯甘氨酰胺
    参考文献:Enantioselective Conversion Of α-Arylnitriles By Klebsiella Oxytoca
    标题:Enantioselective Conversion Of α-Arylnitriles By Klebsiella Oxytoca
    摘要:A New Bacterial Isolate Klebsiella Oxytoca 38.1.2 With Stereoselective Nitrile Hydratase Activity Against Rac-2-Phenylglycine Nitrile,Rac-2-Phenylpropionitrile And Rac-Mandelonitrile Was Investigated. The Cultivation Conditions For Growth And Nitrile Hydratase Formation Were Studied. An Intracellular (S)-Enantioselective Nitrile Hydratase And A Putative (S)-Selective Amidase Were Found To Be Induced In The Presence Of Rac-2-Phenylpropionitrile. The Temperature Dependence On The Enantioselectivity Of The Nitrile Hydratase Active Cells Was Studied In More Detail For The Biotransformation Of Rac-2-Phenylpropionitrile And Rac-Mandelonitrile. By Increasing The Temperature From 15 Degrees C To 37 Degrees C,The Apparent Enantiomeric Ratio Of The Conversion Of Rac-2-Phenylpropionitrile To (S)-2-Phenylpropionamide Increased From 16 To 35 At Nearly 50% Conversion Rate. Rac-Mandelonitrile Was Converted To (S)-Mandelamide With An Enantiomeric Excess Of Up To 95% In A 80% Yield Without Further Conversion To Mandelic Acid. (C) 2008 Published By Elsevier Ltd.
    DOI:10.1016/j.Tetasy.2008.11.014

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    专利信息


    专利号:US-2010105111-A1
    优先权日:2007-02-28
    标 题 :Method for production of optically active amino acid
    发明人:ASANO YASUHISA; TANAKA AKINORI; HASEMI RYUJI
    权利人:MITSUBISHI GAS CHEMICAL CO
    摘要:An optically active amino acid is useful as food or feed, agrochemicals, chemical products for industrial use, intermediates for synthesis of cosmetics or medicines and the like and is also important as optical resolving agents or chiral building blocks for use in organic synthesis. Thus, the object is to provide an industrially practical method for producing the optically active amino acid simply and at low cost. The method comprises the step of reacting an aminonitrile composed of a mixture of a D-aminonitrile and an L-aminonitrile with a biocatalyst which is one derived from a newly isolated microorganism belonging to the genus Rhodococcus and has an activity of converting the two aminonitriles into a D-amino acid amide and an L-amino acid amide respectively, a biocatalyst which has an activity of racemizing the D-amino acid amide and the L-amino acid amide to each other, and a biocatalyst which has an activity of converting one of the D-amino acid amide and the L-amino acid amide into the corresponding D- or L-amino acid.

    专利号:US-2018312463-A1
    优先权日:2015-10-22
    标题:Synthesis of Cyclohexane Carboxamide Derivatives Useful as Sensates in Consumer Products
    发明人:YELM KENNETH EDWARD; WOS JOHN AUGUST; BUNKE GREGORY MARK; FREDERICK HEATH; HAUGHT JOHN CHRISTIAN; HOKE STEVEN HAMILTON; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
    权利人:PROCTER & GAMBLE
    摘要:Synthesis methods to produce a series of carboxamides built off of an (S)-2-amino acid backbone or an (R)-2-amino acid backbone, depending upon the desired diastereomer of the end product.

    专利号:US-9938282-B2
    优先权日:2014-02-05
    标 题:Expedient synthesis of sitagliptin
    发明人:JANAGANI SATYANARAYANA; THADURI VENKATESHWAR KUMAR; VAMARAJU RAVISANKAR
    权利人:STEREOKEM INC
    摘要:Novel intermediates are disclosed as intermediates for preparation of a Sitagliptin. A novel synthetic method to prepare Sitagliptin using the said intermediates is also disclosed.

    专利号:US-8476437-B2
    优先权日:2008-08-27
    标题:Process for preparation of (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro [1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-l-(2,4,5-trifluorophenyl)butan-2-amine and new impurities in preparation thereof
    发明人:KOTHARI HIMANSHU MADHUSUDAN; DAVE MAYANK GHANSHYAMBHAI; PANDEY BIPIN; SHUKLA BHAVIN SHRIPRASAD
    权利人:KOTHARI HIMANSHU MADHUSUDAN; DAVE MAYANK GHANSHYAMBHAI; PANDEY BIPIN; SHUKLA BHAVIN SHRIPRASAD; CADILA HEALTHCARE LTD
    摘要:The present invention relates to synthesis of β-amino acid derivatives of formula (I) and its salts of formula (Ia) by a novel process. The process comprises the reduction of a protected or unprotected prochiral β-amino acrylic acid or derivative there of, by using borane containing reducing agents at atmospheric pressure. The resulting racemic β-amino compound is resolved to a pure stereoisomer of formula (I), specifically to (2R)-4-oxo-4-[3-Ctrifluoromethyl)-5,6-dihydrol[1,2,4]triazolo[4,3-alpyrazin-7(8H)-yl]-1-(2,4,4-trifluorophenyl)butan-2-amine. In an embodiment the invention disclosed polymorphic forms of formula (I), phosphate salt of formula (I) and also a Dibenzoyl-L-tartaric acid salt of formula (I).

    专利号:WO-2013114173-A1
    优先权日:2012-01-30
    标题:A novel process for the preparation of sitagliptin
    发明人:MALLELA SAMBHU PRASAD SARMA; HAVALE SHRIKANT HANUMANTAPPA; BODDEPALLI NAGABHUSHANA RAO; GUNJI NAGARJUNA; MOKKAPATI BHAVANI SANKAR
    权利人:SMILAX LAB LTD; MALLELA SAMBHU PRASAD SARMA; HAVALE SHRIKANT HANUMANTAPPA; BODDEPALLI NAGABHUSHANA RAO; GUNJI NAGARJUNA; MOKKAPATI BHAVANI SANKAR
    摘要:The present invention is directed to a process for the preparation of enantiomerically enriched β-amino acid derivatives which are important chiral building blocks and intermediates in pharmaceuticals. More specifically, the invention pertains to a novel process for practically convenient and economically producing enantiomerically enriched β-amino acid derivatives which are useful for the synthesis of amide inhibitors of dipeptidyl peptidase IV like Sitagliptin, which have been used to treat type 2 diabetes.

    专利号:WO-2017070418-A1
    优先权日:2015-10-22
    标 题:Synthesis of cyclohexane carboxamide derivatives useful as sensates in consumer products
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    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2007).
    摘要:Ostrowska, K.; Kolasa, A., Science of Synthesis, (2005) 22, 435.
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