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一类新的杂环化合物:1,4,3,5-噁噻二嗪 4,4-二氧化物。

A new class of heterocycles: 1,4,3,5-oxathiadiazepane 4,4-dioxides.

机构信息

Laboratoire de Chimie Organique Appliquée, Groupe de chimie Hétérocyclique, Département de Chimie, Université d'Annaba, BP 12, 23000, Algérie.

出版信息

Molecules. 2012 Feb 14;17(2):1890-9. doi: 10.3390/molecules17021890.

DOI:10.3390/molecules17021890
PMID:22334067
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268153/
Abstract

This work reports the synthesis of novel 1,4,3,5-oxathiadiazepanes 4,4-dioxides from the reaction of N'-benzyl-N-(2-hydroxyethyl)-sarcosine or proline sulfamide with aromatic aldehydes under acid catalysis. To prepare the starting materials N-Boc-sulfamide derivatives of sarcosine or proline were alkylated with benzyl alcohol under Mitsunobu reaction conditions, the Boc group was removed chemoselectively by acidolysis, and the resulting product reduced to the corresponding alcohol in good yields.

摘要

本工作报道了在酸催化下,N'-苄基-N-(2-羟乙基)-肌氨酸或脯氨酸磺酰胺与芳香醛反应合成新型 1,4,3,5-噁二噻嗪-4,4-二氧化物。为了制备起始原料,N-Boc-肌氨酸或脯氨酸磺酰胺衍生物在 Mitsunobu 反应条件下与苄醇烷基化,Boc 基团通过酸解选择性脱除,所得产物以良好的收率还原为相应的醇。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/19ff/6268153/bb0a9019337d/molecules-17-01890-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/19ff/6268153/130d88c07a46/molecules-17-01890-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/19ff/6268153/bb0a9019337d/molecules-17-01890-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/19ff/6268153/130d88c07a46/molecules-17-01890-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/19ff/6268153/bb0a9019337d/molecules-17-01890-g002.jpg

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