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一种使用劳森试剂将羧酸转化为硫代酸的简单方法。

A Simple Method for the Conversion of Carboxylic Acids into Thioacids with Lawesson's Reagent.

作者信息

Rao Yu, Li Xuechen, Nagorny Pavel, Hayashida Joji, Danishefsky Samuel J

机构信息

Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, NY 10065, USA.

出版信息

Tetrahedron Lett. 2009 Dec 2;50(48):6684-6686. doi: 10.1016/j.tetlet.2009.09.080.

DOI:10.1016/j.tetlet.2009.09.080
PMID:20160926
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2762222/
Abstract

A one-step protocol for the conversion of carboxylic acids to thioesters, using Lawesson's Reagent, has been developed.

摘要

已经开发出一种使用劳森试剂将羧酸转化为硫酯的一步法方案。

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本文引用的文献

1
Preparation and reactions of N-thioformyl peptides from amino thioacids and isonitriles.由氨基硫代酸和异腈制备N-硫甲酰基肽及其反应
Tetrahedron Lett. 2009 May 20;50(20):2329-2333. doi: 10.1016/j.tetlet.2009.02.205.
2
Thio-mediated synthesis of derivatized N-linked glycopeptides using isonitrile chemistry.利用异腈化学通过硫介导合成衍生化的 N-连接糖肽。
Tetrahedron Lett. 2009 Aug 12;50(32):4666-4669. doi: 10.1016/j.tetlet.2009.06.005.
3
Coupling reactions of hindered isonitriles and hindered alkyl thioacids: Mechanistic studies.受阻异腈与受阻烷基硫代酸的偶联反应：机理研究。
Tetrahedron Lett. 2009 Sep 9;50(36):5152-5155. doi: 10.1016/j.tetlet.2009.06.129.
4
Reaction of thioacids with isocyanates and isothiocyanates: a convenient amide ligation process.硫代酸与异氰酸酯和异硫氰酸酯的反应：一种简便的酰胺连接方法。
Org Lett. 2009 Aug 6;11(15):3514-7. doi: 10.1021/ol901370y.
5
Thio FCMA intermediates as strong acyl donors: a general solution to the formation of complex amide bonds.硫代 FCMA 中间体作为强酰基供体：形成复杂酰胺键的通用解决方案。
J Am Chem Soc. 2009 Sep 16;131(36):12924-6. doi: 10.1021/ja906005j.
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Toward fully synthetic homogeneous beta-human follicle-stimulating hormone (beta-hFSH) with a biantennary N-linked dodecasaccharide. synthesis of beta-hFSH with chitobiose units at the natural linkage sites.迈向具有双天线 N 连接十二糖的全合成均一性β-人卵泡刺激素（β-hFSH）。在天然连接位点合成带有壳二糖单元的β-hFSH。
J Am Chem Soc. 2009 Apr 29;131(16):5792-9. doi: 10.1021/ja809554x.
7
Epimerization-free block synthesis of peptides from thioacids and amines with the Sanger and Mukaiyama reagents.使用桑格试剂和向山试剂从硫代酸和胺类进行无差向异构化的肽段固相合成。
Angew Chem Int Ed Engl. 2009;48(13):2355-8. doi: 10.1002/anie.200805782.
8
Cyclic thioanhydrides: linchpins for multicomponent coupling reactions based on the reaction of thioacids with electron-deficient sulfonamides and azides.环状硫代酸酐：基于硫代酸与缺电子磺酰胺和叠氮化物反应的多组分偶联反应的关键物质。
Org Lett. 2007 Dec 6;9(25):5323-5. doi: 10.1021/ol702570x. Epub 2007 Nov 3.
9
Amino acid and peptide synthesis and functionalization by the reaction of thioacids with 2,4-dinitrobenzenesulfonamides.硫代酸与2,4-二硝基苯磺酰胺反应实现氨基酸和肽的合成及功能化
Org Lett. 2007 Oct 25;9(22):4423-6. doi: 10.1021/ol701583t. Epub 2007 Sep 27.
10
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Chem Rev. 2007 Nov;107(11):5210-78. doi: 10.1021/cr040650b. Epub 2007 Sep 15.