2-AMINO-3-(3-HYDROXY-4-METHYL-ISOXAZOL-5-YL)-PROPIONIC ACID

Base Information

• Chemical Name: 2-AMINO-3-(3-HYDROXY-4-METHYL-ISOXAZOL-5-YL)-PROPIONIC ACID
• CAS No.: 77006-29-2
• Molecular Formula: C7H10 N2 O4
• Molecular Weight: 186.167
• Hs Code.: 2934999090
• Mol file: 77006-29-2.mol

Synonyms:(R,S)-4-Methylhomoibotenicacid

Chemical Property of 2-AMINO-3-(3-HYDROXY-4-METHYL-ISOXAZOL-5-YL)-PROPIONIC ACID

Chemical Property:

• PSA: 109.58000
• LogP: 0.34330

Purity/Quality:

99% ^*data from raw suppliers

2-AMINO-3-(3-HYDROXY-4-METHYLISOXAZOL-5-YL)PROPIONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-3-(3-HYDROXY-4-METHYL-ISOXAZOL-5-YL)-PROPIONIC ACID

There total 9 articles about 2-AMINO-3-(3-HYDROXY-4-METHYL-ISOXAZOL-5-YL)-PROPIONIC 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: 70.0%

2-Amino-3-(3-methoxy-4-methyl-isoxazol-5-yl)-propionic acid ethyl ester (757893-10-0) → 4-methylhomoibotenic acid (77006-29-2)

Guidance literature:

With hydrogen bromide; for 0.5h; Heating;

Reference yield: 67.0%

ethyl (RS)-α-amino-3-methoxy-4-methylisoxazole-5-propionate hydrochloride → 4-methylhomoibotenic acid (77006-29-2)

Guidance literature:

With hydrogen bromide; at 140 ℃; for 0.25h;

DOI:10.3891/acta.chem.scand.34b-0235

Reference yield:

3-hydroxy-4,5-dimethoxyisoxazole (932-27-4) → 4-methylhomoibotenic acid (77006-29-2)

Guidance literature:

Multi-step reaction with 4 steps

1: diisopropylamine, butyl lithium / tetrahydrofuran / 1.5 h / -70 °C

2: 29 percent / hydroxylammonium chloride, sodium acetate trihydrate / ethanol; H₂O / 2 h / Heating

3: 74 percent / aluminium amalgam / ethanol; H₂O / 20 h

4: 67 percent / 48percent hydrobromic acid / 0.25 h / 140 °C

With n-butyllithium; aluminium amalgam; hydroxylamine hydrochloride; hydrogen bromide; sodium acetate; diisopropylamine; In tetrahydrofuran; ethanol; water;

DOI:10.3891/acta.chem.scand.34b-0235

upstream raw materials:

ethyl α-ethoxycarbonyl-α-acetylamino-3-methoxy-4-methylisoxazole-5-propionate

2-Amino-3-(3-methoxy-4-methyl-isoxazol-5-yl)-propionic acid ethyl ester

5-Bromomethyl-3-methoxy-4-methyl-isoxazole

3-bromo-5-hydroxymethyl-4-methylisoxazole

Refernces

• 1、 Honore,Lauridsen. "Structural analogues of ibotenic acid. Syntheses of 4-methyl-homoibotenic acid and AMPA, including the crystal structure of AMPA, monohydrate". . p. 235 - 240. Retrieved 2007/10/02.