Synthesis and spatial structure of 3,7-dihydroxy-7-(trifluoromethyl)hexahydropyrrolo[1,2-a]pyrimidines

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-09-19 DOI:10.1007/s11172-024-4350-3

M. V. Goryaeva, M. A. Ezhikova, Ya. V. Burgart, M. S. Kustova, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin

引用次数: 0

Abstract

A characteristic feature of the three-component cyclization of ethyl trifluoropyruvate and methyl ketones with 1,3-diamino-2-propanol is the formation of 8a-alkyl(phenyl)-3,7-dihydroxy-7-(trifluoromethyl)hexahydropyrrolo[1,2-a]pyrimidin-6(2H)-ones as one, two, or three diastereomers, depending on the methyl ketone component. The structures of the new heterocycles were established using the data of X-ray diffraction and ¹H and ¹³C NMR spectra, including 2D ¹H—¹³C HSQC, HMBC, ¹H—¹H COSY, and NOESY experiments.

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3,7-二羟基-7-(三氟甲基)六氢吡咯并[1,2-a]嘧啶的合成和空间结构

三氟丙酮酸乙酯和甲基酮与 1,3-二氨基-2-丙醇的三组分环化反应的一个特征是，根据甲基酮组分的不同，以一种、两种或三种非对映异构体的形式生成 8a-烷基（苯基）-3,7-二羟基-7-（三氟甲基）六氢吡咯并[1,2-a]嘧啶-6(2H)-酮。利用 X 射线衍射数据以及 1H 和 13C NMR 光谱，包括二维 1H-13C HSQC、HMBC、1H-1H COSY 和 NOESY 实验，确定了这些新杂环的结构。

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

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.