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基于单氟烯烃的二肽类似物的外消旋和对映选择性合成的最新进展。

Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres.

作者信息

Drouin Myriam, Paquin Jean-François

机构信息

Département de chimie, Université Laval, 1045 avenue de la Médecine, Pavillon Alexandre-Vachon, Québec (Québec) G1V 0A6, Canada.

出版信息

Beilstein J Org Chem. 2017 Dec 12;13:2637-2658. doi: 10.3762/bjoc.13.262. eCollection 2017.

DOI:10.3762/bjoc.13.262
PMID:29564002
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5753175/
Abstract

Monofluoroalkenes are fluorinated motifs that can be used to replace amide bonds. In order to be incorporated into peptides, it is normally necessary to first synthesize a dipeptide where the amide bond has been replaced with a monofluoroalkene. In that context, this review will present the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres described since 2007. Some applications of those compounds will also be presented.

摘要

单氟烯烃是可用于取代酰胺键的氟化基序。为了将其纳入肽中，通常需要首先合成一种二肽，其中酰胺键已被单氟烯烃取代。在此背景下，本综述将介绍自2007年以来报道的基于单氟烯烃的二肽类似物的外消旋和对映选择性合成。还将介绍这些化合物的一些应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/029e90481624/Beilstein_J_Org_Chem-13-2637-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/f11c61081766/Beilstein_J_Org_Chem-13-2637-g002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/c1924956a247/Beilstein_J_Org_Chem-13-2637-g009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/770b10a7d42a/Beilstein_J_Org_Chem-13-2637-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/bfe2e613d8d8/Beilstein_J_Org_Chem-13-2637-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/cb1f44315534/Beilstein_J_Org_Chem-13-2637-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/35b861930357/Beilstein_J_Org_Chem-13-2637-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/029e90481624/Beilstein_J_Org_Chem-13-2637-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/f11c61081766/Beilstein_J_Org_Chem-13-2637-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/a9038edc9009/Beilstein_J_Org_Chem-13-2637-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/c1924956a247/Beilstein_J_Org_Chem-13-2637-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/0257428d4beb/Beilstein_J_Org_Chem-13-2637-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/f5d05c39c253/Beilstein_J_Org_Chem-13-2637-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/12b418f929be/Beilstein_J_Org_Chem-13-2637-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/ce7ff85b935f/Beilstein_J_Org_Chem-13-2637-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/a6ec9e22797a/Beilstein_J_Org_Chem-13-2637-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/ed0cbc421f30/Beilstein_J_Org_Chem-13-2637-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/eadf6ad02de5/Beilstein_J_Org_Chem-13-2637-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/39131bdb29cb/Beilstein_J_Org_Chem-13-2637-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/83002eb6553f/Beilstein_J_Org_Chem-13-2637-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/770b10a7d42a/Beilstein_J_Org_Chem-13-2637-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/bfe2e613d8d8/Beilstein_J_Org_Chem-13-2637-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/cb1f44315534/Beilstein_J_Org_Chem-13-2637-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/35b861930357/Beilstein_J_Org_Chem-13-2637-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301b/5753175/029e90481624/Beilstein_J_Org_Chem-13-2637-g022.jpg

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