alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid

Base Information

• Chemical Name: alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid
• CAS No.: 77006-27-0
• Molecular Formula: C₆H₈N₂O₄
• Molecular Weight: 172.141
• Hs Code.: 2934999090
• Mol file: 77006-27-0.mol

Synonyms:alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid

Chemical Property of alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid

Chemical Property:

• Vapor Pressure: 5.73E-08mmHg at 25°C
• Boiling Point: 424.6°C at 760 mmHg
• Flash Point: 210.6°C
• PSA: 109.58000
• Density: 1.49g/cm³
• LogP: 0.47330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid

There total 11 articles about alpha-amino-3-(hydroxy)-5-methyl-4-isoxazoleacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

ethyl (R,S)-2-amino-2-(3-methoxy-5-methyl-4-isoxazolyl)acetate hydrobromide → 2-amino-2-(3-hydroxy-5-methyl-4-isoxazolyl)acetic acid (77006-27-0)

Guidance literature:

With hydrogen bromide; for 0.5h; Heating;

DOI:10.1021/jm950393q

Reference yield: 47.0%

ethyl (R,S)-2--2-(3-methoxy-5-methyl-4-isoxazolyl)acetate (183282-35-1) → 2-amino-2-(3-hydroxy-5-methyl-4-isoxazolyl)acetic acid (77006-27-0)

Guidance literature:

With hydrogen bromide; for 1h; Heating;

DOI:10.1002/(SICI)1099-1344(199610)38:10<915::AID-JLCR903>3.0.CO;2-B

Reference yield:

ethyl (R,S)-2--2-<5-(bromomethyl)-3-methoxy-4-isoxazolyl>acetate (183282-36-2) → 2-amino-2-(3-hydroxy-5-methyl-4-isoxazolyl)acetic acid (77006-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / H₂ / 5percent Pd/C / ethanol / 1 h

2: 47 percent / 48percent aq. HBr / 1 h / Heating

With hydrogen bromide; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1002/(SICI)1099-1344(199610)38:10<915::AID-JLCR903>3.0.CO;2-B

upstream raw materials:

amino-(3-methoxy-5-methyl-isoxazol-4-yl)-acetic acid

ethyl (R,S)-2--2-(3-methoxy-5-methyl-4-isoxazolyl)acetate

ethyl (R,S)-2--2-<5-(bromomethyl)-3-methoxy-4-isoxazolyl>acetate

3-methoxy-5-methyl-isoxazole-4-carbonyl chloride

Refernces

• 1、 Johansen, Tommy N.,Balasubramanian, Venkataraman,Madsen, Ulf,Ferkany, John W.,Krogsgaard-Larsen, Povl. "Synthesis of tritiated (RS)-2-amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic acid (AMAA), a potent and selective NMDA agonist". . p. 915 - 922. Retrieved 2007/10/03.