CAS: 2485-62-3; Methyl (2R)-2-Amino-3-Sulfanylpropanoate

该化合物是硅酸酯的手性酯衍生物,具有硫醇(-SH)组和氨基(-NH2)功能,其立体特性(R)配置使其在非对称合成和peptide变异中具有价值,甲基酯组增加了有机溶剂中的溶性,便于其在混合反应中使用.硫醇混合物允许选择性脱硫结合形成或金属协调,而氨基化合物组则能够进一步衍生.该化合物在制药中间体,生物凝聚和催化剂设计中特别有用,其在受控条件下的稳定性和活性特征使其成为合成和药用化学应用的多用途建筑块.

结构式图片

上下游产品

methanol l-cysteine hydr°Chloride L-Cysteine cystein-methylesterS-2-(4-Ethoxycarbonylphenylsulfonyl)ethylcystein-methylesterN-(Benzyloxycarbonyl)glycyl-cystein-methylester cysteine hydrazide R)-2-p-tolyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester(R)-2-p-tolyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester 2-(benzoylamino-methyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

合成工艺路线路线简述

    📜Poc-Met-Ome置于(Bzlnet3)2Mos4体系中,用 乙腈 用作溶剂,化学反应 1.0H,以84%的收率获得美司坦
    参考文献:丙-2-炔氧基羰基官能团(poc):通过在温和中性条件下用四硫代钼酸盐超声辐照可从含硫肽中去除的新氨基保护基
    标题:丙-2-炔氧基羰基官能团(poc):通过在温和中性条件下用四硫代钼酸盐超声辐照可从含硫肽中去除的新氨基保护基
    摘要:已经开发出可以在温和和中性条件下在苄基三乙基铵四硫代钼酸盐存在下裂解的丙-2-炔氧基羰基官能团(poc)作为胺的新保护基.
    Doi:10.1016/s0040-4039(98)02408-3

    海关参考信息

    专利信息


    专利号:US-4311645-A
    优先权日:1980-03-24
    标 题 :Synthesis of SRS-active compounds
    发明人:ROSENBERGER MICHAEL
    权利人:HOFFMANN LA ROCHE
    摘要:A chemical synthesis of an SRS-A active compound from the reaction product of 1-halo-2-octyne and the ether of 2-penten-4-yn-1-ol including intermediates in the synthesis, some of which being antagonists of SRS-A useful for treating allergic reactions.

    专利号:US-7241900-B2
    优先权日:2002-02-12
    标题 :Synthesis of indole thiazole compounds as ligands for the Ah receptor
    发明人:DELUCA HECTOR F; GRZYWACZ PAWEL K; SICINSKI RAFAL R
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:A method of synthesizing aromatic ketone compositions of formula I comprising the step of introducing a double bond into the 5 membered ring of the 4,5-dihydro-1,3-azoles moiety of formula II is disclosed. A method of synthesizing aromatic ketone compositions of formula I comprising the step of ring synthesis of the tetrahydro-1,3-azoles of formula XI is also disclosed.

    专利号:US-5801247-A
    优先权日:1997-01-23
    标题 :Process for the enantioselective synthesis of hydroxypyrrolidines from amino acids and products thereof
    发明人:DALTON DAVID R; HUANG YIFANG
    权利人:UNIV TEMPLE
    摘要:The present invention relates to processes for the enantioselective synthesis of hydroxypyrrolidines from amino acids. An amino methyl ester is used as the starting material. The ester is reacted with a benziminoethyl ether to produce an oxazoline or thiazoline. Specifically, L-serine methyl ester is used to produce 4-(carbomethoxy)-2-phenyl-.increment. 2 -oxazoline, and cysteine is used to produce the corresponding thiazoline. The oxazoline (or thiazoline) can be reduced to an aldehyde by treatment with a slight excess of DIBAL-H. The oxazoline is quenched with alcohol and reacted with (carbomethoxymethylene)triphenylphosphorane, to produce (S)-(+)-methyl (E)- and (S)-(-)-methyl (Z)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-2-propenoate. The double bond is hydroxylated to yield the diol esters. The resulting diol is then treated with aqueous acid to hydrolyze the oxazoline and recyclize to produce 3,4-dihydroxy-5-hydroxymethylpyrrolidone benzoate. This is treated with an excess of borane in tetrahydrofuran to yield (2-hydroxymethyl) 3,4-dihydroxypyrrolidine. The intermediate compounds are useful both in the present process and as final products themselves. The total yield of the mixture of isomers, as well as their ratio, can be varied.

    专利号:WO-9747313-A1
    优先权日:1996-06-10
    标题:Total synthesis of bacitracin polypetides
    发明人:GRIFFIN JOHN H; MCDOUGAL PATRICK G
    权利人:UNIV LELAND STANFORD JUNIOR
    摘要:Methods for the total synthesis of bacitracin-type polypeptides are described, as well as useful analogs of bacitracin A, and treatment of bacterial infection using such analogs.

    专利号:US-2024218014-A1
    优先权日:2022-11-21
    标 题:Synthesis of a cyclic peptide
    发明人:BAUR PIUS BRUNO; CLEATOR EDWARD; DENIAU GILDAS; EISELE FRANK; FLÖGEL OLIVER; HUSTE ANJA; KEHL MARCEL ROMAN; LÖWENECK MARKUS; SILVA ROLANDO RAVELO; VORBERG RAFFAEL
    权利人:JANSSEN PHARMACEUTICA NV
    摘要:Processes for performing peptide synthesis, particularly for cyclic peptide synthesis are generally described. Reaction intermediates of the peptide synthesis are also described.

    专利号:US-2020354404-A1
    优先权日:2019-05-09
    标 题 :Peptidomimetic agents, synthesis and uses thereof
    发明人:AL-ABED YOUSEF
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    1. Erdosteine for COPD exacerbations. Drug Ther Bull. 2008 Oct;46(10):79-80. doi: 10.1136/dtb.2008.09.0024.

    合成参考文献


    摘要:N. C. Li and R. A. Manning. J. Am. Chem. Soc. 77, 5225 (1955).
    摘要:J. P. Danehy and C. J. Noel. J. Am. Chem. Soc. 82, 2511 (1960).
    摘要:R.W. Hay, L.J. Porter and P.J. Morris. Australian J. Chem. 19, 1197 (1966).
    摘要:Couve-Bonnaire, S.; Castanheiro, T.; Bouillon, J.-P., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
    参考文献:10.1002/(sici)1099-0801(199609)10:5<221::aid-bmc590>3.0.co;2-o|10.1002/(sici)1099-0801(199609)10:5<221::aid-bmc590>3.3.co;2-f
    摘要:Tewari BB. Paper electrophoresis in the study of mixed ligand complexes in solution. The system Fe(III)- and Cr(III)-methyl cysteine-penicillamine. Biomed Chromatogr. 1996 Sep;10(5):221–4. doi: 10.1002/(sici)1099-0801(199609)10:5<221::aid-bmc590>3.0.co;2-o.
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