3-Amino-4-hydroxybutyric acid

Base Information

• Chemical Name: 3-Amino-4-hydroxybutyric acid
• CAS No.: 589-44-6
• Molecular Formula: C4H9 N O3
• Molecular Weight: 119.12
• Hs Code.: 2922509090
• UNII: 4IRA1O887Z
• DSSTox Substance ID: DTXSID101307808
• Nikkaji Number: J2.199.507J
• Wikidata: Q27259646
• Mol file: 589-44-6.mol

Synonyms:3-amino-4-hydroxybutyric acid;3-amino-4-hydroxybutyric acid, (+)-isomer;3-amino-4-hydroxybutyric acid, (+-)-isomer;3-amino-4-hydroxybutyric acid, (-)-isomer;GOBAB

Chemical Property of 3-Amino-4-hydroxybutyric acid

Chemical Property:

• Vapor Pressure: 3.84E-07mmHg at 25°C
• Melting Point: 216°C
• Refractive Index: 1.4183 (estimate)
• Boiling Point: 374.5°Cat760mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 180.3°C
• PSA: 83.55000
• Density: 1.312g/cm³
• LogP: -0.51900
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -4.1
• 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

3-Amino-4-hydroxybutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CO)N)C(=O)O
• Uses: 3-Amino-4-hydroxybutyric Acid is an inflammatropic amino acid that promotes edema resorption and granulation. It is also used as a therapy for other clinical conditions like burns, internal and external hemorrhoids and traumata. An anti-inflammatory agent.

Technology Process of 3-Amino-4-hydroxybutyric acid

There total 4 articles about 3-Amino-4-hydroxybutyric 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:

3-aminobutyric acid (2835-82-7) → 3-hydroxyaspartic acid (71653-06-0) + serin (302-84-1,83245-15-2) + (3-S)-3-Amino-2-hydroxybutanoic acid (565-81-1) + 3-Amino-4-hydroxybutyric Acid (589-44-6) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) + aspartic Acid (617-45-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3)

Guidance literature:

In water; at 20 ℃; for 0.666667h; Mechanism; oxidative degradation by contact glow discharge electrolysis, further byproducts;

DOI:10.1246/cl.1980.441

Reference yield:

3-aminobutyric acid (2835-82-7) → 3-Amino-4-hydroxybutyric Acid (589-44-6) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1)

Guidance literature:

In water; at 20 ℃; for 0.666667h; contact glow discharge electrolysis;

DOI:10.1246/cl.1980.441

Reference yield:

(R)-3-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobutanoic acid → (R)-3-amino-4-hydroxybutanoic acid (589-44-6,16504-55-5,16504-56-6,16504-57-7)

Guidance literature:

Multistep reaction; (i) (catalytic hydrogenation), (ii) LiBH₄, THF;

DOI:10.1016/S0008-6215(00)83546-6

upstream raw materials:

3-aminobutyric acid

Downstream raw materials:

(R)-3-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)-4-hydroxybutanoic acid

(2E)-4-hydroxybut-2-enoic acid

Refernces

• 1、 Valentekovic,Keglevic. "Synthesis and rearrangements of D-glucosyl esters of aspartic acid linked through the 1- or 4-carboxyl group.". . p. 35 - 48. Retrieved 2007/10/05.