AC-ALA-ALA-OH

Base Information

• Chemical Name: AC-ALA-ALA-OH
• CAS No.: 19245-87-5
• Molecular Formula: C8H14 N2 O4
• Molecular Weight: 202.21
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID40173808
• Nikkaji Number: J933.509I
• Wikidata: Q83043836
• ChEMBL ID: CHEMBL2372592
• Mol file: 19245-87-5.mol

Synonyms:Alanine,N-(N-acetyl-L-alanyl)-, L- (8CI); L-Alanine, N-(N-acetyl-L-alanyl)-;(N-Acetyl-L-alanyl)-L-alanine; N-Acetyl-L-Ala-L-Ala

Chemical Property of AC-ALA-ALA-OH

Chemical Property:

• Boiling Point: 543.6±35.0 °C(Predicted)
• PKA: 3.44±0.10(Predicted)
• PSA: 95.50000
• Density: 1.204±0.06 g/cm3(Predicted)
• LogP: -0.11790
• Storage Temp.: -15°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 202.09535693
• Heavy Atom Count: 14
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

Ac-Ala-Ala-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)O)NC(=O)C
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)C

Technology Process of AC-ALA-ALA-OH

There total 7 articles about AC-ALA-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: 86.0%

di-L-alanine (1948-31-8,110652-05-6,210687-33-5,2392-61-2) + acetic anhydride (108-24-7) → (S)-2-((S)-2-acetamidopropanamido)propanoic acid (19245-87-5)

Guidance literature:

With sodium hydrogencarbonate; for 2h;

DOI:10.1039/b002701o

Reference yield:

L-alanyl-alanine methylester hydrochloride (41036-19-5,105328-90-3) → (S)-2-((S)-2-acetamidopropanamido)propanoic acid (19245-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 3 h / Ambient temperature

2: 55 °C / thermitase, H₂O, pH 8.0

In pyridine;

Reference yield:

N-[(benzyloxy)carbonyl]-L-alanyl-L-alanine methyl ester (2483-51-4) → (S)-2-((S)-2-acetamidopropanamido)propanoic acid (19245-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 2 N HCl, H₂ / Pd / methanol

2: 90 percent / pyridine / 3 h / Ambient temperature

3: 55 °C / thermitase, H₂O, pH 8.0

With hydrogenchloride; hydrogen; palladium; In pyridine; methanol;

upstream raw materials:

N-acetyl-L-alanyl-L-alanine methyl ester

di-L-alanine

acetic anhydride

Ac-L-AlaN₂H₃

Downstream raw materials:

Ac-Ala₂-Phe-PheCH₂Cl

Ac-Ala₂-Leu-PheCH₂Cl

Ac-Ala₂-Pro-PheCH₂Cl

Ac-Ala₃-PheCH₂Cl

Refernces

• 1、 Martínez, Luís,Martorell, Gabriel,Sampedro, ángel,Ballester, Pablo,Costa, Antoni,Rotger, Carmen. "Hydrogen Bonded Squaramide-Based Foldable Module Induces Both β- And α-Turns in Hairpin Structures of α-Peptides in Water". supporting information. p. 2980 - 2983. Retrieved 2015/06/30.
• 2、 Cox, Russell J.,Jenkins, Helen,Schouten, James A.,Stentiford, Rosie A.,Wareing, Katrina J.. "Synthesis and in vitro enzyme activity of peptide derivatives of bacterial cell wall biosynthesis inhibitors". . p. 2023 - 2036. Retrieved 2007/10/03.