𝔖 Bobbio Scriptorium
✦   LIBER   ✦

An expedient synthesis of (±)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid hydrobromide via a 3-bromoisoxazole intermediate

✍ Scribed by Robert N. Hanson; Farid A. Mohamed

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
277 KB
Volume
34
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The excitatory, amino acid ±2‐amino‐3‐(3‐hydroxy‐5‐methylisoxazol‐4‐yl)propionic acid hydrobromide was prepared in gram quantities in an 3.3% overall yield from methylbut 2‐ynoate. The key step was the facile preparation of methyl 3‐bromo‐5‐methylisoxazole‐4‐carboxylate.

📜 SIMILAR VOLUMES

Synthesis of tritiated (RS)-2-amino-2-(3
Synthesis of tritiated (RS)-2-amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic acid (AMAA), a potent and selective NMDA agonist
✍ Tommy N. Johansen; Venkataraman Balasubramanian; Ulf Madsen; John W. Ferkany; Po 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 French ⚖ 329 KB 👁 2 views

RS)-2-Amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic acid (AMAA) is a potent and selective agonist at the NMDA subgroup of excitatory amino acid receptors. To probe its interaction with these receptors we have developed a synthesis of [3H]AMAA. Bromination of a protected form of AMAA with NBS follo

Resolution, configurational assignment,
Resolution, configurational assignment, and enantiopharmacology of 2-amino-3-[3-hydroxy-5-(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl]propionic acid, a potent GluR3- and GluR4-preferring AMPA receptor agonist
✍ Stine B. Vogensen; Henrik S. Jensen; Tine B. Stensbøl; Karla Frydenvang; Benny B 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 363 KB 👁 2 views

We have previously shown that (RS)-2-amino-3-[3-hydroxy-5-(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl]propionic acid (2-Me-Tet-AMPA) is a selective agonist at (RS)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA) receptors, markedly more potent than AMPA itself, whereas the isomeric com