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N-[(2S)-4-氯-2-(l-薄荷氧基)-5-氧代-2,5-二氢呋喃-3-基]-l-缬氨酸

N-[(2S)-4-Chloro-2-(l-menth-yloxy)-5-oxo-2,5-dihydro-furan-3-yl]-l-valine.

作者信息

Song Xiu-Mei, Li Zhao-Yang, Wang Zhao-Yang, Li Jian-Xiao

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 Jun 17;65(Pt 7):o1585. doi: 10.1107/S1600536809022120.

DOI:10.1107/S1600536809022120
PMID:21582860
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2969247/
Abstract

The title compound, C(19)H(30)ClNO(5), was obtained by the tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)furan-2(5H)-one and l-valine in the presence of potassium hydroxide. The furan-one unit is approximately planar (r.m.s. deviation = 0.0204 Å) and the six-membered cyclo-hexane ring adopts a chair conformation. The crystal structure is stabilized by a network of O-H⋯O and N-H⋯O hydrogen bonds.

摘要

标题化合物C(19)H(30)ClNO(5)是通过(5S)-3,4-二氯-5-(L-薄荷氧基)呋喃-2(5H)-酮与L-缬氨酸在氢氧化钾存在下进行串联不对称迈克尔加成-消除反应得到的。呋喃-酮单元近似平面（均方根偏差 = 0.0204 Å），六元环己烷环呈椅式构象。晶体结构通过O-H⋯O和N-H⋯O氢键网络得以稳定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b1f/2969247/e470e877033e/e-65-o1585-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b1f/2969247/3342d70206e3/e-65-o1585-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b1f/2969247/e470e877033e/e-65-o1585-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b1f/2969247/3342d70206e3/e-65-o1585-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b1f/2969247/e470e877033e/e-65-o1585-fig2.jpg

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