3-Amino-2-methylpropanoic acid

Base Information

• Chemical Name: 3-Amino-2-methylpropanoic acid
• CAS No.: 144-90-1
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.121
• European Community (EC) Number: 234-154-7,205-644-8
• UNII: T68ALE2O9F
• DSSTox Substance ID: DTXSID10861821
• Nikkaji Number: J79.462G
• Wikipedia: 3-Aminoisobutyric_acid
• Wikidata: Q2823212
• NCI Thesaurus Code: C118876
• Metabolomics Workbench ID: 1878
• ChEMBL ID: CHEMBL3544550
• Mol file: 144-90-1.mol

Synonyms:3-aminoisobutyric acid;3-aminoisobutyric acid, (+-)-isomer;3-aminoisobutyric acid, (R)-isomer;3-aminoisobutyric acid, (S)-isomer;3-aminoisobutyric acid, tritium-labeled;beta-aminoisobutyric acid;DL-3-aminoisobutyric acid monohydrate

Chemical Property of 3-Amino-2-methylpropanoic acid

Chemical Property:

• Melting Point: 246.72°C (estimate)
• Refractive Index: 1.4650 (estimate)
• Boiling Point: 223.6±23.0 °C(Predicted)
• PKA: 3.69±0.16(Predicted)
• PSA: 63.32000
• Density: 1.2300 (estimate)
• LogP: 0.36610
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

98%, ^*data from raw suppliers

DL-3-Aminoisobutyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: CC(CN)C(=O)O
• Recent ClinicalTrials: A Pilot Study to Determine the Bioavailability of Oral Beta-Aminoisobutyric Acid (BAIBA) Ingestion
• Uses: DL-3-Aminoisobutyric Acid Hydrate is a beta-amino acid used for proteomics research.

Technology Process of 3-Amino-2-methylpropanoic acid

There total 21 articles about 3-Amino-2-methylpropanoic 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: 93.0%

C19H23NO2 → (S)-(+)-β2-homoalanine (144-90-1,2140-95-6,4249-19-8,10569-72-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; acetic acid; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1039/b707689d

Reference yield: 90.0%

C19H23NO2 → (S)-(+)-β2-homoalanine (144-90-1,2140-95-6,4249-19-8,10569-72-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; acetic acid; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1039/b707689d

Reference yield: 88.0%

(αS,2S)-N-α-methylbenzyl-3-amino-2-methylpropionic acid (174785-09-2) → (S)-(+)-β2-homoalanine (144-90-1,2140-95-6,4249-19-8,10569-72-9)

Guidance literature:

With formic acid; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1016/0957-4166(96)00065-1

upstream raw materials:

(S)-(-)-2-Methylsuccinamic acid

(2S,3S)-3-methylaspartic acid

(αS,2S)-N-α-methylbenzyl-3-amino-2-methylpropionic acid

(2S,5S)-1-Benzoyl-2-tert-butyl-3,5-dimethyl-tetrahydro-pyrimidin-4-one

Downstream raw materials:

(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionic acid

3-(2,4-dinitro-phenylamino)-2-methyl-propionic acid

Fmoc-(S)-β(2)hAla-OH

(R)-2-methyl-1-phenyl-1-pentanone

Refernces

• 1、 Beom, Ji Yoon,Byun, Woong Sub,Chung, Beomkoo,Hong, Suckchang,Jeon, Chang-Wook,Kang, Saeyeon,Kwak, Youn-Sig,Lee, Jeeyeon,Lee, Sang Kook,Oh, Dong-Chan,Oh, Ki-Bong,Shin, Jongheon,Shin, Yern-Hyerk,Yoon, Yeo Joon. "Absolute Configuration and Antibiotic Activity of Piceamycin". . . Retrieved 2020/03/04.
• 2、 Shin, Yern-Hyerk,Beom, Ji Yoon,Chung, Beomkoo,Shin, Yoonho,Byun, Woong Sub,Moon, Kyuho,Bae, Munhyung,Lee, Sang Kook,Oh, Ki-Bong,Shin, Jongheon,Yoon, Yeo Joon,Oh, Dong-Chan. "Bombyxamycins A and B, Cytotoxic Macrocyclic Lactams from an Intestinal Bacterium of the Silkworm Bombyx mori". supporting information. p. 1804 - 1808. Retrieved 2019/03/11.