H-PRO-BETA-ALA-OH

Base Information

• Chemical Name: H-PRO-BETA-ALA-OH
• CAS No.: 112558-45-9
• Molecular Formula: C8H14 N2 O3
• Molecular Weight: 186.211
• Mol file: 112558-45-9.mol

Synonyms:b-Alanine, N-L-prolyl-

Chemical Property of H-PRO-BETA-ALA-OH

Chemical Property:

• Melting Point: 237 °C
• Boiling Point: 471.8±45.0 °C(Predicted)
• PKA: 4.25±0.10(Predicted)
• PSA: 78.43000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 0.04900

Purity/Quality:

98%min ^*data from raw suppliers

N-(L-Prolyl)-β-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(L-Prolyl)-β-alanine is a derivative of β-Alanine (A637320); a naturally occurring beta amino acid that is formed in vivo by the degradation of Dihydro Uracil (D449990) and Carnosine (C184190). β-Alanine is also the rate-limiting precursor of Carnosine, as a result supplementation with β-alanine increases the concentration of Carnosine in muscles.

Technology Process of H-PRO-BETA-ALA-OH

There total 5 articles about H-PRO-BETA-ALA-OH 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: 83.0%

N-benzyloxycarbonyl-L-prolyl-β-alanine (113332-46-0) → L-prolyl-β-alanine (112558-45-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1.5h;

DOI:10.1021/jo052529q

Reference yield:

N-benzyloxycarbonyl-L-prolyl-β-alanine methyl ester (59543-05-4) → L-prolyl-β-alanine (112558-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / aq. NaOH / methanol; tetrahydrofuran / 3 h / 20 °C

2: 83 percent / hydrogen / palladium on carbon / methanol / 1.5 h

With sodium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jo052529q

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → L-prolyl-β-alanine (112558-45-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-methyl morpholine; isobutyl chloroformate / tetrahydrofuran / 0.17 h / -25 °C

1.2: 100 percent / N-methyl morpholine / tetrahydrofuran / 2 h / -25 °C

2.1: 79 percent / aq. NaOH / methanol; tetrahydrofuran / 3 h / 20 °C

3.1: 83 percent / hydrogen / palladium on carbon / methanol / 1.5 h

With 4-methyl-morpholine; sodium hydroxide; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jo052529q

upstream raw materials:

N-benzyloxycarbonyl-L-prolyl-β-alanine

N-benzyloxycarbonyl-L-prolyl-β-alanine methyl ester

N-Benzyloxycarbonyl-L-proline

Z-proline N-hydroxysuccinimide ester

Downstream raw materials:

3-{[(S)-1-(Toluene-2-sulfonylaminocarbonyl)-pyrrolidine-2-carbonyl]-amino}-propionic acid

3-{[(S)-1-(4-Fluoro-benzenesulfonylaminocarbonyl)-pyrrolidine-2-carbonyl]-amino}-propionic acid

Refernces

• 1、 Ienaga,Higashiura,Kimura. "Syntheses and properties of dipeptides containing gamma-aminobutyric acid or its analogues at the C-terminal.". . p. 1249 - 1254. Retrieved 2007/10/02.