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(1S)-1,2-O-苄叉基-α-D-葡糖醛酸-6,3-内酯

(1S)-1,2-O-Benzyl-idene-α-d-glucurono-6,3-lactone.

作者信息

Jenkinson Sarah F, Best Daniel, Weymouth-Wilson Alexander C, Clarkson Robert A, Fleet George W J, Watkin David J

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Jan 31;65(Pt 2):o414-5. doi: 10.1107/S1600536809002876.

DOI:10.1107/S1600536809002876
PMID:21582005
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2968165/
Abstract

X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzyl-idene-α-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O-H⋯O hydrogen-bonded chains of mol-ecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material.

摘要

X射线晶体学分析表明，用苯甲醛保护D-葡糖醛酸内酯的主要产物是(1S)-1,2-O-亚苄基-α-D-葡糖醛酸-6,3-内酯，C(13)H(12)O(6)，而非R型差向异构体。晶体结构以分子间O-H⋯O氢键连接的链状形式存在，这些链平行于a轴。绝对构型通过以D-葡糖醛酸内酯为起始原料来确定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/8cc03e5fb42f/e-65-0o414-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/a2aacf3932e6/e-65-0o414-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/7c38d1bcae9a/e-65-0o414-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/698b27ce9068/e-65-0o414-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/8cc03e5fb42f/e-65-0o414-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/a2aacf3932e6/e-65-0o414-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/7c38d1bcae9a/e-65-0o414-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/698b27ce9068/e-65-0o414-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a7f5/2968165/8cc03e5fb42f/e-65-0o414-fig4.jpg

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