CAS: 134003-04-6; (1R,4S)-4-Aminocyclopent-2-Enecarboxylic Acid

该化合物是一种手动环球衍生物,具有氨基酸功能组和碳酸性功能组,其硬性,不饱和的环形结构和立体化学结构使其成为有机合成和制药研究的宝贵中间体.该化合物独特的立体化学能够精确控制生物活性分子的构造,特别是在开发Peptiomicics和受限制的模拟物方面.反应功能组的存在允许进一步衍生,促进其在药用化学和不对称合成中的使用.其高纯度和定义明确的立体化学学确保了在诸如ligand设计和酶抑制研究等应用中的再复制性.该化合物对于研究人员寻找具有多种再活性的结构受限的手架尤其有用.

结构式图片

相似化合物

130931-85-0 134234-04-1 168471-40-7

上下游产品

CAS号49805-30-3 氮杂双环 | CAS号321744-23-4 (1S,2R,4R)-N-Bo... | CAS号262280-14-8 (1S,2S,4R)-N-Bo... | CAS号71830-07-4 (1S,3R)-3-氨基环戊羧酸 | CAS号321744-21-2 (1S,2R,4S)-N-Bo... | CAS号321744-19-8 (1S,2S,4S)-N-Bo... | CAS号151907-80-1 (1R,4S)-4-((叔丁氧... | CAS号251326-99-5 (1R,4S)-4-(叔丁氧基...

合成工艺路线路线简述

    2-氮杂双环[2.2.1]庚-5-烯-3-酮置于rhodococcus Erythropolis Pr4 Amidase体系中,用 Aq. Phosphate Buffer 用作溶剂,化学反应 1.25H,以99%的收率获得
    参考文献:来自腈水合酶途径的酰胺酶的混杂(+)-γ-内酰胺酶活性,可有效合成碳环核苷中间体
    标题:来自腈水合酶途径的酰胺酶的混杂(+)-γ-内酰胺酶活性,可有效合成碳环核苷中间体
    摘要:根据生物信息学分析,在红球菌pr4中鉴定出酰胺酶的混杂(+)-γ-内酰胺酶活性,并发现其参与腈水合酶途径.酰胺酶具有高对映选择性,可用于文斯内酰胺的动力学拆分中.已知的结构提供了对具有绝对手性选择性的(+)-γ-内酰胺酶催化机理的罕见见解.对该内酰胺酶进行了克隆,纯化,生化表征,并证明是制备具有药用价值的碳环核苷的理想催化剂.通过分子对接和位点特异性诱变研究了该酶的手性选择性,为进一步设计这些多功能生物催化剂提供了基础.
    Doi:10.1016/j.Bmcl.2018.02.019

    海关参考信息

    专利信息


    专利号:US-9574189-B2
    优先权日:2005-12-01
    标题:Enzymatic encoding methods for efficient synthesis of large libraries
    发明人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK
    权利人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK; NUEVOLUTION AS
    摘要:Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

    专利号:US-7358073-B2
    优先权日:1997-11-27
    标题:Process for the preparation of aminoalcohol derivatives and their further conversion to (1R, 4S)-4(2-amino-6-chloro-5-formamido-4- pyrimidinyl)-amino-2-cyclopentenyl-1-methanol
    发明人:BRIEDEN WALTER; SCHROER JOSEF; BERNEGGER-EGLI CHRISTINE; URBAN EVA MARIA; PETERSEN MICHAEL; RODUIT JEAN-PAUL; BERCHTOLD KATJA; BREITBACH HOLGER
    权利人:LONZA AG
    摘要:The invention relates to a novel process for the preparation of an aminoalcohol of the formula n nracemically or optically active, starting from 2-azabicyclo[2.2.1]hept-5-en-3-one, its further conversion to give the corresponding acyl derivative and its further conversion to (1S,4R)- or (1R,4S)-4-(2-amino-6-chloro-9-H-purine-9-yl)-2-cyclopentenyl-1-methanol of the formulaen n nIn the latter synthesis, the aminoalcohol is converted into the corresponding D- or L-tartrate, which is then reacted with N-(2-amino-4,6-dichloropyrimidin-5-yl) formamide of the formulan n nto give (1S,4R)- or (1R,4S)-4-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-2-cyclopentenyl-1-methanol of the formulaen n nand then cyclized to give the end compounds.

    专利号:US-7361765-B2
    优先权日:2003-10-27
    标 题:Process for the preparation of CCR-2 antagonists
    发明人:CAI DONGWEI; FLEITZ FRED; GE MIN; HOERRNER SCOTT; JAVADI GARY; JENSEN MARK; LARSEN ROBERT; LI WENJIE; NELSON DORIAN; SZUMIGALA ELIZABETH; YANG LIHU; ZHOU CHANGYOU
    权利人:MERCK & CO INC
    摘要:The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(tri-fluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-en-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-1{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine

    专利号:US-11702652-B2
    优先权日:2005-12-01
    标题:Enzymatic encoding methods for efficient synthesis of large libraries

    专利号:US-2009264300-A1
    优先权日:2005-12-01
    标题 :Enzymatic encoding methods for efficient synthesis of large libraries

    专利号:US-2020216836-A1
    优先权日:2005-12-01
    标题 :Enzymatic encoding methods for efficient synthesis of large libraries
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    摘要:Hall, M.; Faber, K.; Tasnádi, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 317.
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