CAS: 137-06-4; 2-Thiocresol

该化合物是一种芳香色的硫醇,其特征是附于甲基代苯环的硫醇(-SH)组,其分子配方为C7H8S,具有一种独特的气味,通常被称为硫或类似于大蒜的味道,它在许多硫柳类动物中很常见.这种化合物在室内温度下是淡黄色液体,在有机溶剂中是可溶的,但水溶性有限. 2-Mejebzenethicol因其活性而闻名,特别是在核聚苯乙烯替代反应中,可参与各种化学变异,因为它同时存在于芳香环和硫醇组中.它用于有机合成,并且可作为其他化学品生产的中间体.此外,由于它的潜在毒性和刺激性,必须小心处理这种物质.在2M-mol基实验室中应采取适当的安全措施.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

ortho-tolylmagnesium bromide 2-methylbenzene diazonium 2-methylchlorobenzene 4-bromo-toluene-2-sulfonic acid o-tolylmercapto-methyl)-piperidine1-(o-tolylmercapto-methyl)-piperidine o-tolylmercapto-ethyl)-pyridine2-(2-o-tolylmercapto-ethyl)-pyridine 4-methylthio-1-(o-carboxybenzoyl)benzene o-tolylmercapto-phenethyl)-coumarin7-methyl-4-(β-o-tolylmercapto-phenethyl)-coumarin

合成工艺路线路线简述

    2-氯甲苯置于sulfur,Potassium Hydroxide体系中,用 1,4-二氧六环 用作溶剂,以88 %的收率获得2-巯基甲苯
    参考文献:硫醇类化合物的绿色合成方法
    标题:硫醇类化合物的绿色合成方法
    摘要:本发明公开了一种硫醇类化合物的绿色合成方法,包括以下步骤:利用可溶性镍盐,胺助剂,石墨烯,采用浸渍法制备镍基负载型催化剂;氯化物,单质硫,镍基负载型催化剂,缚酸剂和溶剂混合后,于60~110oc下磁力搅拌反应12~24H;反应结束后,经后处理,得到硫醇类化合物.本发明催化氯化物和单质硫的c‑s偶联反应直接生成硫醇类化合物,硫醇类化合物的收率介于83~96%之间.

    海关参考信息

    专利信息


    专利号:US-7589170-B1
    优先权日:1998-09-25
    标题 :Synthesis of cyclic peptides
    发明人:SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS; BOURNE GREGORY THOMAS; MCGEARY ROSS PETER
    权利人:UNIV QUEENSLAND
    摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programs. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganising peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.

    专利号:US-5124478-A
    优先权日:1987-12-22
    标 题:Acid-labile anchor groups for the synthesis of peptide amides by a solid-phase method
    发明人:BREIPOHL GERHARD; KNOLLE JOCHEN; STUEBER WERNER
    权利人:HOECHST AG
    摘要:The invention relates to new compounds of the formula ##STR1## in which R 1 denotes (C 1 -C 8 )-alkyl, R 2 denotes an amino acid residue which is protected with a urethane protective group which can be eliminated with weak acid or base, or denotes an amino protective group which can be eliminated with weak acid or base, R 3 denotes hydrogen or (C 1 -C 4 )-alkyl, and Y 1 -Y 9 denote identical or different radicals hydrogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy or --O--(CH 2 ) n --COOH (with n=1 to 6), with one of these radicals being --O--(CH 2 ) n --COOH, or Y 1 , Y 2 and Y 5 -Y 9 denote identical or different radicals hydrogen, (C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkoxy, Y 3 denotes hydrogen or (C 1 -C 8 )-alkoxy and Y 4 denotes --(CH 2 ) n --COOH or --NH--CO--(CH 2 ) n --COOH (with n=1 to 6). n Processes for the preparation thereof and the synthesis of peptide amides by a solid-phase method using these new compounds (spacers) are described.

    专利号:US-4922015-A
    优先权日:1987-04-08
    标 题:Synthesis of peptide amides by means of a solid phase method using acid-labile anchoring groups
    发明人:BREIPOHL GERHARD; KNOLLE JOCHEN; STUEBER WERNER
    权利人:HOECHST AG
    摘要:The invention relates to new compounds of the formula ##STR1## in which R 1 denotes (C 1 -C 8 )-alkyl or optionally substituted (C 6 -C 14 )-aryl, R 2 denotes hydrogen or an amino acid residue which is protected by an amino protective group which can be cleaved off with weak acid or base, R 3 denotes hydrogen or (C 1 -C 4 )-alkyl, and Y 1 -Y 9 denote identical or different radicals hydrogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy or -O-(CH 2 ) n -COOH (with n=1 to 6), one of these radicals being -O-(CH 2 ) n -COOH. A process for the preparation thereof and the synthesis of peptide amides by means of a solid phase method using these new compounds (spacers) are described.

    专利号:US-5565606-A
    优先权日:1986-10-21
    标 题:Synthesis of peptide aminoalkylamides and peptide hydrazides by the solid-phase method
    发明人:BREIPHOL GERHARD; KNOLLE JOCHEN
    权利人:HOECHST AG
    摘要:The invention relates to compounds of the formula I in which A denotes hydrogen or an amino protective group, B denotes one or more amino acids, X denotes alkylene or aralkylene, Y1, Y2, Y3 and Y4 are identical or different and denote hydrogen, methyl, methoxy or nitro, V denotes hydrogen or a carboxyl protective group, W denotes -[CH2]n- or -O-[CH2]n-, m denotes 0 or 1, n denotes 0 to 6, and p denotes 0 to 5, to a process for their preparation. The compounds of formula I are useful as linkage agents or anchor groups in the solid-phase synthesis of peptide aminoalkylamides and peptide hydrazides.

    专利号:US-2017320908-A1
    优先权日:2014-11-19
    标题 :Solid phase synthesis of cyclic amino acid molecules
    发明人:HICKEY JENNIFER L; MANCUSO JOHN; MARSAULT ERIC; ROUGHTON ANDREW L; TREDER ADAM P; TREMBLEY MARIE-CLAUDE J; YUDIN ANDREI K; ZARETSKY SERGE
    权利人:ENCYCLE THERAPEUTICS; GOVERNING COUNCIL OF THE UNIV OF TORONTO; UNIV SHERBROOKE
    摘要:The present invention relates to cyclic amino acid molecules and methods of preparing the same, and in particular the macrocyclization of amino acids or linear peptides bound to a solid support.

    专利号:US-9908846-B2
    优先权日:2014-02-21
    标题:Composition, synthesis, and use of new arylsulfonyl isonitriles
    发明人:FLEMING FRASER FERGUSSON; LUJAN MONTELONGO JESUS ARMANDO
    权利人:DUQUESNE UNIV OF THE HOLY GHOST; UNIV HOLY GHOST DUQUESNE
    摘要:This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.
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    主要参考文献

    参考标题:Synthesis Of Sulfonylhydrazine-1,2-Dicarboxylates From Thiols And Dialkyl Azodicarboxylates
    作者:Jiaxi Xu,Bingnan Zhou,Xiao Yang
    摘要:Thiols/thiophenols To Dialkyl Azodicarboxylates And Subsequent Oxidation With Mcpba. The Protocol Represents The First Application Of Sulfenylhydrazines As Precursors To Sulfonylhydrazine Derivatives, Leading To A Novel And Effective Method For The Synthesis Of Sulfonylhydrazines. 1-Sulfonylhydrazine-1,2-Dicarboxylates Are Efficiently Prepared Via Nucleophilic Addition Of Thiols/thiophenols To Dialkyl Azodicarboxylates

    合成参考文献


    摘要:Merino, P., Science of Synthesis, (2010) 45, 14.
    摘要:Dong, X.; Liu , H., Science of Synthesis Knowledge Updates, (2019) 3, .
    摘要:Podlech, J., Science of Synthesis Knowledge Updates, (2018) 4, 181.
    摘要:Beier, P., Science of Synthesis Knowledge Updates, (2014) 2, 315.
    摘要:Tsubouchi, A., Science of Synthesis Knowledge Updates, (2016) 2, 345.
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