CAS: 2900-27-8; Boc-Phg-Oh

该化合物是一种氨基酸衍生物,其特点是与L-alpha-by-by-glycine氨基组群附属的乙基-丁氧基碳基(Boc)保护组,该组群通常用于peptide合成和作为生产药品的中间体,其特点是一个苯基组,该组群有助于其疏水特性,以及甲型氨基酸结构,这是生物活动必不可少的. Boc组在合成过程中保护氨基体功能,允许其他功能性地点有选择地反应.Bec-L-alpha-by-pyglycine一般是白色的对非白色固体的,在二氯甲烷和二甲基丙基胺等有机溶剂中溶解,但在水中溶解较少.其稳定性和再活性使它成为有机合成和药化学中有价值的建筑块.与许多化学物质一样,由于使用该物质可能造成的危险,应当遵守适当的处理和安全防范措施.

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合成工艺路线路线简述

    Tert-Butyl Benzylidenecarbamate置于potassium Permanganate,Sodium Periodate,Oxone,(R)-Binaphthol Derivative,二异丁基氢化铝,Sodium Carbonate,Potassium Carbonate体系中,用 二氯甲烷,丙酮,甲苯 用作溶剂,化学反应 25.0H,反应生成N-(叔丁氧羰基)-L-2-苯甘氨酸
    参考文献:通过亲电活化手性布朗斯台德酸催化的直接曼尼希反应
    标题:通过亲电活化手性布朗斯台德酸催化的直接曼尼希反应
    摘要:发现通式 1 的磷酸衍生物用作将乙酰丙酮直接加成到 N-Boc 保护的芳基亚胺的高效催化剂.催化剂的 3,3'-双芳基取代基对对映选择性的有益影响得到了极大的认可,因此 1D 是一种极好的催化剂.本文提出的布朗斯台德酸催化的直接曼尼希反应提供了一种在极其温和的条件下构建 β-氨基酮的有吸引力的方法.该反应的立体化学过程是通过合成 Boc-(S)-苯基甘氨酸甲酯建立的.如此证明的转化适用于合成各种苯基甘氨酸衍生物的有用方法.
    Doi:10.1021/ja0491533

    海关参考信息

    专利信息


    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-2019276389-A1
    优先权日:2015-12-18
    标题:Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products
    发明人:WOS JOHN AUGUST; YELM KENNETH EDWARD; BUNKE GREGORY MARK; FREDERICK HEATH ALAN; REILLY MICHAEL; HAUGHT JOHN CHRISTIAN; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
    权利人:PROCTER & GAMBLE
    摘要:Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.

    专利号:US-2005192265-A1
    优先权日:2003-03-20
    标 题:Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:THOMPSON RICHARD C; WILKIE STEPHEN; STACK DOUGLAS R; VANMETER ELDON E; SHI QING; BRITTON THOMAS C; AUDIA JAMES E; REEL JON K; MABRY THOMAS E; DRESSMAN BRUCE A; CWI CYNTHIA L; HENRY STEVEN S; MCDANIEL STACEY L; STUCKY RUSSELL D; PORTER WARREN J
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions that include a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:WO-9967219-A1
    优先权日:1998-06-22
    标 题:Compounds for inhibiting beta-amyloid peptide release and/or its synthesis
    发明人:AUDIA JAMES E; PORTER WARREN J; THOMPSON RICHARD C; WILKIE STEPHEN C; STACK DOUGLAS R; SHI QING
    权利人:ELAN PHARM INC; LILLY CO ELI; AUDIA JAMES E; PORTER WARREN J; THOMPSON RICHARD C; WILKIE STEPHEN C; STACK DOUGLAS R; SHI QING
    摘要:Compounds of formula (I), wherein W is a cyclic group of the type (2); (3); Y is represented by the formula (II); these compounds inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:WO-9966934-A1
    优先权日:1998-06-22
    标 题 :CYCLIC AMINO ACID COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING β-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS
    发明人:AUDIA JAMES E; DRESSMAN BRUCE A; SHI QING
    权利人:ELAN PHARM INC; LILLY CO ELI; AUDIA JAMES E; DRESSMAN BRUCE A; SHI QING
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:US-6774125-B2
    优先权日:1998-06-22
    标 题:Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:AUDIA JAMES E; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
    权利人:ELAN PHARM INC; LILLY CO ELI
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.
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    主要参考文献

    参考标题:Racemization Free Longer N-Terminal Peptide Hydroxamate Synthesis On Solid Support Using Ethyl 2-(Tert-Butoxycarbonyloxyimino)-2-Cyanoacetate
    作者:Srinivasa Rao Manne,Kishore Thalluri,Rajat Subhra Giri,Ashim Paul,Bhubaneswar Mandal |发布日期:2015.10
    摘要:Protocol For The Synthesis Of Peptide Hydroxamic Acids Directly From Carboxylic/amino Acids By Ethyl 2-(Tert-Butoxycarbonyloxyimino)-2-Cyanoacetate In The Presence Of Dipea/dmap At Room Temperature Is Described. The Compatibility Of This Method With Fmoc Based Solid Phase Peptide Synthesis (Spps) Is Also Demonstrated By Synthesizing Three Relatively Large N-Terminal Peptide Hydroxamic Acids On Resin. Also

    合成参考文献


    摘要:Yin, Q.; You, S.-L., Science of Synthesis Knowledge Updates, (2014) 2, 465.
    摘要:Ayad, T.; Pirat, J.-L.; Virieux, D., Science of Synthesis Knowledge Updates, (2022) 1, 343.
    摘要:Ayad, T.; Pirat, J.-L.; Virieux, D., Science of Synthesis Knowledge Updates, (2022) 1, 354.
    摘要:Singh, R. P.; Deng, L., Science of Synthesis: Asymmetric Organocatalysis, (2012) 2, 105.
    摘要:Lai, J.; Thomson, B. J.; Sammis, G. M., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 30.
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