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N-[(2S)-4-氯-2-(L-薄荷氧基)-5-氧代-2,5-二氢-3-呋喃基]-L-丙氨酸

N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine.

作者信息

Li Zhao-Yang, Song Xiu-Mei, Wang Zhao-Yang, Yang Kai

机构信息

School of Chemistry and Environment, South China Normal University, Guangzhou 510006, People's Republic of China.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Apr 10;65(Pt 5):o1030. doi: 10.1107/S1600536809012720.

DOI:10.1107/S1600536809012720
PMID:21583849
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2977713/
Abstract

The title compound, C(17)H(26)ClNO(5), was prepared via a tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)furan-2(5H)--one and l-alanine in the presence of potassium hydroxide. The five-membered furan-one ring is approximately planar while the six-membered menth-yloxy ring adopts a chair conformation. The crystal packing is stabilized by inter-molecular O-H⋯O and N-H⋯O hydrogen bonds.

摘要

标题化合物C(17)H(26)ClNO(5)是通过(5S)-3,4-二氯-5-(L-薄荷氧基)呋喃-2(5H)-酮与L-丙氨酸在氢氧化钾存在下进行串联不对称迈克尔加成-消除反应制备的。五元呋喃酮环近似平面，而六元薄荷氧基环呈椅式构象。晶体堆积通过分子间的O-H⋯O和N-H⋯O氢键得以稳定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e49f/2977713/5395454e5da7/e-65-o1030-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e49f/2977713/a99a318cbacb/e-65-o1030-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e49f/2977713/5395454e5da7/e-65-o1030-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e49f/2977713/a99a318cbacb/e-65-o1030-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e49f/2977713/5395454e5da7/e-65-o1030-fig2.jpg

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2
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