A practical synthesis of Cbz protected (1R,2R) and (1S,2S) 2-hydroxy-cyclobutylamines

被引：0

作者：

Jin, Can ^{[1
]}

Wang, Yilin ^{[1
]}

Xu, Xiangsheng ^{[1
]}

Li, Xiaoqing ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn, Moganshan Campus, Huzhou 313200, Peoples R China

来源：

TETRAHEDRON LETTERS | 2025年 / 154卷

关键词：

Dimethyl succinate; N-Cbz-2-amino-cyclobutanone; (1R; 2R); 2-hydroxy-cyclobutylamine; (1S; 2S); 2-hydroxy-cyclobutylamines; Enzymatic resolution;

D O I：

10.1016/j.tetlet.2024.155391

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(1R,2R) and (1S,2S) 2-hydroxy-cyclobutylamines are important substructures in a range of bio-active molecules and pharmaceutical candidates. In view of the potential safety issues and the low reaction efficiency associated with the earlier published synthetic process, which relies on Curtius rearrangement for the synthesis of 2-aminocyclobutanone intermediate, a more practical and efficient process to prepare (1R,2R) and (1S,2S) 2-hydroxycyclobutylamines using readily available N- Cbz-2-amino-cyclobutanone was developed. Cbz protected (1R,2R) 2-hydroxy-cyclobutylamine could be synthesized in 14 % yield over 5 steps.

引用

页数：3

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