4-Amino-2-hydroxybutanoic acid

Base Information

• Chemical Name: 4-Amino-2-hydroxybutanoic acid
• CAS No.: 13477-53-7
• Molecular Formula: C4H9NO3
• Molecular Weight: 119.12
• Hs Code.: 2922509090
• European Community (EC) Number: 870-236-4
• DSSTox Substance ID: DTXSID90928749
• Nikkaji Number: J77.568A
• Mol file: 13477-53-7.mol

Synonyms:4-amino-2-hydroxybutyric acid;4-amino-2-hydroxybutyric acid, (+-)-isomer;4-amino-2-hydroxybutyric acid, (S)-isomer

Chemical Property of 4-Amino-2-hydroxybutanoic acid

Chemical Property:

• Appearance/Colour: offwhite crystalline powder
• Vapor Pressure: 1.08E-06mmHg at 25°C
• Melting Point: 196-206 °C
• Refractive Index: 1.51
• Boiling Point: 361.8 °C at 760 mmHg
• PKA: 3.47±0.10(Predicted)
• Flash Point: 172.6 °C
• PSA: 83.55000
• Density: 1.312 g/cm³
• LogP: -0.51900
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 83.4

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-4-aminoButanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN)C(C(=O)O)O
• Uses: 2-Hydroxy-4-amino Butanoic Acid is a GABA analog.

Technology Process of 4-Amino-2-hydroxybutanoic acid

There total 16 articles about 4-Amino-2-hydroxybutanoic 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: 96.0%

S-4-benzyloxycarbonylamino-2-hydroxybutyric acid (40371-50-4) → (S)-4-amino-2-hydroxybutanoic acid (3938-83-8,13477-53-7,31771-40-1,40371-51-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 48h; under 760 Torr;

Reference yield: 78.0%

2-hydroxy-glutaramic acid (84658-40-2) → 4-amino-2-hydroxybutyric acid (13477-53-7)

Guidance literature:

With potassium bisulfite; sodium nitrate; o-toluidine; copper(l) chloride; at 5 - 65 ℃; for 11h; Temperature; Large scale;

Reference yield:

L-2,4-diaminobutyrate (1758-80-1) → (S)-4-amino-2-hydroxybutanoic acid (3938-83-8,13477-53-7,31771-40-1,40371-51-5)

Guidance literature:

With sodium nitrite;

DOI:10.1016/S0040-4039(01)96933-3

upstream raw materials:

L-2,4-diaminobutyrate

(S)-2-hydroxysuccinamic acid

γ-phthalimidoimino-α-hydroxybutyric acid

S-4-benzyloxycarbonylamino-2-hydroxybutyric acid

Downstream raw materials:

3-hydroxy-2-pyrrolidinone

(SR)-2-Hydroxy-4-(benzylamino)-buttersaeure

(S)-3-hydroxypyrrolidin-2-one

3-amino propanoic acid

Refernces

• 1、 Wetzl, Dennis,Bolsinger, Jennifer,Nestl, Bettina M.,Hauer, Bernhard. "α-Hydroxylation of Carboxylic Acids Catalyzed by Taurine Dioxygenase". . p. 1361 - 1366. Retrieved 2016.
• 2、 Saito et al.. "-". . p. 4863. Retrieved 1970.
• 3、 Sato,H. et al.. "-". . p. 965 - 966. Retrieved 1975.
• 4、 -. "Methoxyl kanamycin drug intermediate gamma-amino-alpha-hydroxybutyric acid synthesis method". Paragraph 0014; 0015. . Retrieved 2016/11/07.