Synthesis, crystal structure and Hirshfeld surface analysis of Fmoc-β-amino butyric acid and Fmoc carbamate

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2025-06-01 DOI:10.1107/S2056989025003810

Mubarak Abubakar Magaji , Beining Chen , Craig Collumbine Robertson

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引用次数: 0

Abstract

In the context of the development of synthetic routes that facilitate the incorporation of β-amino acids into peptide synthesis, the synthesis, crystal structure and Hirshfeld surface analysis are reported of fluorenylmethoxycarbonyl (Fmoc) protected β-amino butyric acid. The importance of pH control in the reaction employing Fmoc-N₃ is demonstrated with another β-amino acid analogue from which Fmoc carbamate was identified as the major product.

In the context of the development of synthetic routes that facilitate the incorporation of β-amino acids into peptide synthesis, the synthesis, crystal structure and Hirshfeld surface analysis are reported of fluorenylmethoxycarbonyl (Fmoc) protected β-amino butyric acid, namely, 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid, C₁₉H₁₉NO₄. The importance of pH control in the reaction employing Fmoc-N₃ is demonstrated with another β-amino acid analogue from which Fmoc carbamate was identified as the major product.

查看原文本刊更多论文

Fmoc-β-氨基丁酸和Fmoc氨基甲酸酯的合成、晶体结构和赫希菲尔德表面分析。

在促进β-氨基酸掺入肽合成的合成路线发展的背景下，报道了氟酰甲基-氧羰基（Fmoc）保护β-氨基丁酸的合成、晶体结构和Hirshfeld表面分析，即3-{（9h -芴-9-基甲基-氧）碳基]氨基丁酸，C19H19NO4。用另一种β-氨基酸类似物证明了pH控制在Fmoc- n3反应中的重要性，其中Fmoc氨基甲酸酯被确定为主要产物。

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

Acta Crystallographica Section E: Crystallographic Communications Chemistry-Chemistry (all)

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.