Simple and Efficient Synthesis of Racemic 2-(tert-Butoxycarbon-ylamino)-2-methyl-3-(1H-1,2,4-triazol-1-yl)propanoic Acid, a New Derivative of β-(1,2,4-Triazol-1-yl)alanine

Molecules

Younas Aouine¹  Hassane Faraj¹  Anouar Alami¹  Abdelilah El-Hallaoui¹  Abdelrhani Elachqar¹ 

[1] ¹Laboratoire de Chimie Organique Fès, Faculté des Sciences Dhar El Mahraz, Université Sidi Mohamed Ben Abdellah, Morocco ²Centre Universitaire Régional d’Interface (CURI), Université Sidi Mohamed Ben Abdellah, Fès, Morocco

关键词: oxazoline;    1H-1;    2;    4-triazole;    high regioselective alkylation;    β‑aminoalcohol;    β‑(1;    2;    4-triazol-1-yl)alanine;   

DOI  :  10.3390/molecules16043380

来源: mdpi

【 摘 要 】

A simple synthetic approach to racemic N-tert-butyloxycarbonyl-2-methyl-3-(1H-1,2,4-triazol-1-yl)alanine (5) in four steps and 68% overall yield starting from oxazoline derivative 1 is reported. This synthesis involves the alkylation of 1H-1,2,4-triazole with an O-tosyloxazoline derivative, followed by an oxazoline ring-opening reaction and oxidation of the N-protected β‑aminoalcohol by potassium permanganate.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.