CAS: 51987-73-6; Methyl (Tert-Butoxycarbonyl)-L-Phenylalaninate

该化合物是氨基酸苯丙胺的衍生物,其特点是存在一种乙基-丁基碳酸(Boc)保护性组和一个甲基酯功能组,该化合物通常用作酸合成,作为一种受保护的苯麻碱形式,允许有选择地作出反应,而不会干扰氨基氨基组;它是白的,白的,非白的固体,在甲醇和二氯甲烷等有机溶剂中溶解,但在水中溶解较少;该混合物在合成过程中具有稳定性,可以在酸性条件下去除,产生自由氨基酸;该甲基酯的功能可增强该化合物的脂质性,便于将其纳入各种生物化学应用;此外,由于该物质在浸酸联结中所起的作用,该物质在开发药品和蛋白结构和功能时经常使用该物质;与许多化学物质一样,正确处理和储存是维持其研究和工业应用的完整性和有效性所必不可少的.

结构式图片

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77119-84-7 13033-84-6 7524-50-7

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CAS号24424-99-5 二碳酸二叔丁酯 | CAS号7524-50-7 L-苯丙氨酸甲酯盐酸盐 | CAS号13734-34-4 B°C-L-苯丙氨酸 | CAS号74-88-4 碘甲烷 | CAS号2577-90-4 (S)-2-氨基-3-苯基丙酸甲酯 | CAS号3945-69-5 氯化4-(4,6-二甲氧基-1... | CAS号106018-94-4 (S)-methyl 3-ph... | CAS号949574-90-7 N-tert-butoxyca... | CAS号37553-65-4 B°C-N-甲基-L-苯丙氨酸 | CAS号141403-49-8 (S)-2-叔丁氧酰胺基苯丙醇... | CAS号149451-80-9 TERT-BUTYL [(1S... | CAS号202861-97-0 (S)-2-(B°C-AMIN... | CAS号3618-96-0 N-乙酰基-L-苯丙氨酸甲酯 | CAS号30189-48-1 N-(叔丁氧羰基)-L-苯丙氨酸酰肼 | CAS号25616-33-5 N-{[(2-甲基-2-丙基)... | CAS号85613-64-5 (3S)-b°C-3-氨基-4... | CAS号98105-45-4 b°C-achpa | CAS号2577-90-4 (S)-2-氨基-3-苯基丙酸甲酯

合成工艺路线路线简述

    Boc-L-丝氨酸甲酯置于copper(L) Iodide,氢碘酸体系中,用 丙酮 作为反应溶剂,化学反应 5.5H,反应生成 N-叔丁氧羰基-L-苯丙氨酸甲酯
    参考文献:有机酸类化合物合成氨基酸对映体
    标题:有机酸类化合物合成氨基酸对映体
    摘要:在研究有机铜酸盐与l-丝氨酸和l-高丝氨酸的甲苯磺酰基和卤代衍生物的反应过程中,阐述了一种合成光学纯的α-氨基酯的新通用方法.
    DOI:10.1016/s0040-4020(01)96546-9

    海关参考信息

    专利信息


    专利号:US-4599198-A
    优先权日:1985-08-02
    标题 :Intermediates in polypeptide synthesis
    发明人:HOOVER DENNIS J
    权利人:PFIZER
    摘要:Bis(t-butoxycarbonyl) derivatives of phenylalanylhistidine as intermediates in the synthesis of rennin inhibiting polypeptides.

    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:WO-2006100479-A1
    优先权日:2005-03-22
    标题:Methods for the synthesis of heteroaromatic compounds
    发明人:KNIGHT DAVID W
    权利人:UNIV CARDIFF; KNIGHT DAVID W
    摘要:Methods of making heteroaromatic compounds comprising a 5- membered ring, and dihydro forms thereof, by a metal catalysed 5-endo-cyclisation of alkynes (acetylenes) are disclosed. The methods involve the use of a catalyst comprising a silver salt, more preferably a silver (I) salt, which is employed as a heterogeneous catalyst for the cyclisation reaction. The methods can produce different types of heteroaromatic compounds and are capable of producing highly substituted products, i.e. products in which the 5-membered ring is disubstituted, trisubstituted or, with further simple reactions, tetrasubstituted. The methods described herein generally the advantages that they use conditions and reagents that are benign, cheap and flexible and amenable to scale up, and in which the only by-product is water.

    专利号:US-7951834-B2
    优先权日:2005-05-27
    标题 :Angiotensin I-converting enzyme (ACE) inhibitors
    发明人:STURROCK EDWARD; NCHINDA ALOYSIUS; CHIBALE KELLY
    权利人:UNIV CAPE TOWN
    摘要:This invention relates to a process for the synthesis of ketomethylene derivatives of the tripeptide Phe-Gly-Pro (“keto-ACEâ€?, compound 5 a ) and analogues thereof. The synthesis process proceeds via an α,β-unsaturated keto intermediate. A key feature of the process involves a Horner-Emmons olefination of the, -unsaturated keto-phosphonate with ethyl glyoxylate. Keto-ACE analogues produced by the process of the invention display C-domain selectivity.

    专利号:US-2003158436-A1
    优先权日:1999-03-10
    标题:Synthesis of alpha--amino-alpha, alpha'- dihaloketones and process for the preparation of beta--amino acid derivatives by the use of the same

    专利号:US-6573399-B1
    优先权日:1999-03-10
    标题:Synthesis of α-amino-α′, α′-dihaloketones and process for the preparation of β-amino acid derivatives by the use of the same
    发明人:NISHIYAMA AKIRA; INOUE KENJI
    权利人:KANEKA CORP
    摘要:The present invention provides a commercially profitable process for producing a β-amino acid ester derivative n which comprises reacting an α-amino acid ester derivative with a base and a dihalomethane, n reacting the same with a lithium amide and an alkyllithium in succession, n and treating the reaction product with an acid in an alcohol.
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-897.

    合成参考文献


    摘要:Kim, H.; Yoshida , J., Science of Synthesis: Flow Chemistry in Organic Synthesis, (2018) 1, 240.
    摘要:Shu, X.-Z.; Pang, X., Science of Synthesis: Special Topics, (2022) 1, 404.
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