(2S)-2-(3-aminopropanoylamino)-3-methylbutanoic acid

Base Information

• Chemical Name: (2S)-2-(3-aminopropanoylamino)-3-methylbutanoic acid
• CAS No.: 17136-26-4
• Molecular Formula: C8H16N2O3
• Molecular Weight: 188.22400
• DSSTox Substance ID: DTXSID301316245
• Nikkaji Number: J2.450.041A
• Mol file: 17136-26-4.mol

Synonyms:17136-26-4;beta-alanyl-l-valine;H-beta-Ala-Val-OH;(2S)-2-(3-aminopropanoylamino)-3-methylbutanoic acid;(2S)-2-(3-azaniumylpropanoylamino)-3-methylbutanoate;SCHEMBL6445198;DTXSID301316245;AKOS010418665

Chemical Property of (2S)-2-(3-aminopropanoylamino)-3-methylbutanoic acid

Chemical Property:

• PSA: 92.42000
• LogP: 0.65180
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 188.11609238
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

H-beta-Ala-Val-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-(3-aminopropanoylamino)-3-methylbutanoic acid

There total 6 articles about (2S)-2-(3-aminopropanoylamino)-3-methylbutanoic 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: 80.0%

(3-((tert-butoxycarbonyl)amino)propanoyl)-L-valine (936124-53-7) → β-Alanyl-L-valin (17136-26-4,102029-85-6)

Guidance literature:

With formic acid; for 8h;

DOI:10.1021/ol0701870

Reference yield:

L-valine benzyl ester (21760-98-5) → β-Alanyl-L-valin (17136-26-4,102029-85-6)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / CH₂Cl₂

2: (hydrolysis)

3: (catalytic hydrogenation)

With dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ja00440a044

Reference yield:

Boc-β-Ala-L-Val-OMe (936124-36-6) → β-Alanyl-L-valin (17136-26-4,102029-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / aq. NaOH / methanol / 10 h

2: 80 percent / aq. formic acid / 8 h

With sodium hydroxide; formic acid; In methanol;

DOI:10.1021/ol0701870

upstream raw materials:

Cbz-β-Ala-L-Val-OH

(3-((tert-butoxycarbonyl)amino)propanoyl)-L-valine

Boc-β-Ala-L-Val-OMe

L-valine benzyl ester