(2R)-3-ammonio-2-methylpropanoate

Base Information

• Chemical Name: (2R)-3-ammonio-2-methylpropanoate
• CAS No.: 2140-95-6
• Molecular Formula: C4H9 N O2
• Molecular Weight: 103.121
• Mol file: 2140-95-6.mol

Synonyms:D02CBR;CHEBI:57731;(2R)-3-ammonio-2-methylpropanoate;(2R)-3-azaniumyl-2-methylpropanoate;(R)-3-aminoisobutyric acid zwitterion

Chemical Property of (2R)-3-ammonio-2-methylpropanoate

Chemical Property:

• Melting Point: 194-196 °C
• Boiling Point: 223.6±23.0 °C(Predicted)
• PKA: 3.69±0.16(Predicted)
• PSA: 63.32000
• Density: 1.105±0.06 g/cm3(Predicted)
• LogP: 0.36610
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 66.6

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-Amino-2-methylpropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C[NH3+])C(=O)[O-]
• Isomeric SMILES: C[C@H](C[NH3+])C(=O)[O-]
• Uses: (R)-3-Amino-2-methylpropanoic Acid blood concentration increases in human body with exercise and may contribute to exercise-induced protection from metabolic diseases. It is a product of catabolism of thymine and is therefore present in low concentration in urine of patients with a deficiency of dihydropyrimidine dehydrogenase (DPD) which is vital in first step of pyrimidine degradation.

Technology Process of (2R)-3-ammonio-2-methylpropanoate

There total 26 articles about (2R)-3-ammonio-2-methylpropanoate 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:

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

(R)-2-{[(tert-butoxycarbonyl)amino]methyl}propionic acid

(1R,2R)-(+)-pseudoephedrine-β-alanine amide

methyl iodide

Downstream raw materials:

(-)-R-N,N-Dimethyl-α-methyl-β-alanin

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

Fmoc-(S)-β(2)hAla-OH

(R)-2-{[(tert-butoxycarbonyl)amino]methyl}propionic acid

Refernces

• 1、 Kosson, Piotr,Lipiński, Piotr F. J.,Misicka, Aleksandra,Tymecka, Dagmara. "β2-Homo-amino acid scan of μ-selective opioid tetrapeptide TAPP". . . Retrieved 2020/08/11.
• 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.