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糖基化修饰的区域选择性调控可产生 allo 胺基葡萄糖、livido 胺基葡萄糖及相关化合物。

Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds.

机构信息

Stratingh Institute for Chemistry , University of Groningen , Nijenborgh 7 , 9747 AG Groningen , The Netherlands.

出版信息

J Org Chem. 2019 Jan 18;84(2):516-525. doi: 10.1021/acs.joc.8b01949. Epub 2019 Jan 2.

DOI:10.1021/acs.joc.8b01949
PMID:30569712
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6343366/
Abstract

Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the carbon skeleton in this compound.

摘要

钯催化氧化异丙基 N-乙酰-α-D-葡萄糖胺（GlcNAc）用于制备罕见糖 allo 胺、livido 胺和相关化合物，具有前所未有的选择性。Passerini 反应应用于 3-酮-GlcNAc 为该化合物的碳骨架分支提供了一种途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bd9/6343366/6eca17ea1853/jo-2018-01949a_0007.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bd9/6343366/f6055f875483/jo-2018-01949a_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bd9/6343366/5bd252b1e8d7/jo-2018-01949a_0003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bd9/6343366/6eca17ea1853/jo-2018-01949a_0007.jpg

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