Acetyl-L-valine methyl amide

Base Information

• Chemical Name: Acetyl-L-valine methyl amide
• CAS No.: 19701-84-9
• Molecular Formula: C₈H₁₆N₂O₂
• Molecular Weight: 172.227
• DSSTox Substance ID: DTXSID80427190
• Nikkaji Number: J1.134.983H
• Wikidata: Q82239896
• Mol file: 19701-84-9.mol

Synonyms:Acetyl-L-valine methyl amide;19701-84-9;Ac-Val-NHMe;(2S)-2-ACETAMIDO-N,3-DIMETHYLBUTANAMIDE;(S)-2-Acetamido-N,3-dimethylbutanamide;SCHEMBL18924556;DTXSID80427190;MFCD00237521;AKOS006274980;Butanamide,2-(acetylamino)-N,3-dimethyl-,(2S)-;J-012741

Chemical Property of Acetyl-L-valine methyl amide

Chemical Property:

• Vapor Pressure: 1.14E-06mmHg at 25°C
• Melting Point: >250 °C (sublm)(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.446
• Boiling Point: 402°C at 760 mmHg
• PKA: 14.54±0.46(Predicted)
• Flash Point: 180.4°C
• PSA: 58.20000
• Density: 0.994g/cm³
• LogP: 0.67490
• Storage Temp.: Store at RT.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 172.121177757
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%Min ^*data from raw suppliers

Ac-Val-NHMe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Acetyl-L-valine methyl amide

There total 6 articles about Acetyl-L-valine methyl amide 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: 85.0%

acetic anhydride (108-24-7) + L-valine N-methylamide (87105-26-8) → N-Ac-Val-NHMe (19701-84-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.joc.8b01756

Reference yield:

(S)-N-acetylvaline methyl ester (1492-15-5) + methylamine (74-89-5) → N-Ac-Val-NHMe (19701-84-9)

Guidance literature:

With methanol;

DOI:10.1021/ja01638a051

Reference yield:

t-Boc-L-valine (13734-41-3) → N-Ac-Val-NHMe (19701-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; dmap; 4-methyl-morpholine / dichloromethane / 12 h / 0 - 20 °C

2: trifluoroacetic acid / dichloromethane / 0.33 h / 0 - 20 °C

3: triethylamine / dichloromethane / 0 - 20 °C

With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/acs.joc.8b01756

upstream raw materials:

(S)-N-acetylvaline methyl ester

methylamine

N-acetyl-L-valine

t-Boc-L-valine

Refernces

• 1、 -. "PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS". . . Retrieved 2010/03/02.