Synthesis, crystal structure and absolute configuration of (3aS,4R,5S,7aR)-7-(but-3-en-1-yn-1-yl)-2,2-dimethyl-3a,4,5,7a-tetra­hydro-2H-1,3-benzodioxole-4,5-diol

IF 0.5 Q4 CRYSTALLOGRAPHY
Alejandro Peixoto de Abreu Lima , Enrique Pandolfi , Valeria Schapiro , Leopoldo Suescun
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引用次数: 0

Abstract

The crystal structure of the title compound was solved to confirm the relative absolute configuration of the chiral centers.
The absolute configuration of the title compound, C13H16O4, determined as 1S,2R,3S,4R based on the synthetic pathway, was confirmed by single-crystal X-ray diffraction. The mol­ecule is a relevant inter­mediary for the synthesis of speciosins, ep­oxy­quinoides or their analogues. The mol­ecule contains fused five- and six-membered rings with two free hydroxyl groups and two protected as an iso­propyl­idenedioxo ring. The packing is directed by hydrogen bonds that define double planes of mol­ecules laying along the ab plane and van der Waals inter­actions between aliphatic chains that point outwards of the planes.
(3aS,4R,5S,7aR)-7-(丁-3-en-1-yn-1-基)-2,2-二甲基-3a,4,5,7a-四氢- 2h -1,3-苯并二醇-4,5-二醇的合成、晶体结构和绝对构型
标题化合物C13H16O4的绝对构型根据合成途径确定为1S,2R,3S,4R,并通过单晶x射线衍射证实。该分子是合成种毒素、乙酰氧基喹啉或其类似物的相关中间体。该分子含有融合的五元和六元环,其中有两个游离羟基和两个被保护为异丙基二氧基环。这种排列是由氢键引导的,氢键定义了沿ab平面排列的分子双平面,而脂肪链之间的范德华相互作用指向平面外。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
CiteScore
1.90
自引率
0.00%
发文量
351
审稿时长
3 weeks
期刊介绍: Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.
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