(3R)-3-(2-propylpentanoyloxy)-4-(trimethylazaniumyl)butanoate

Base Information

• Chemical Name: (3R)-3-(2-propylpentanoyloxy)-4-(trimethylazaniumyl)butanoate
• CAS No.: 95782-09-5
• Molecular Formula: C₁₅H₂₉NO₄
• Molecular Weight: 287.4
• UNII: 5Q9MQB3YZR
• DSSTox Substance ID: DTXSID20914812
• Wikidata: Q82885649
• Mol file: 95782-09-5.mol

Synonyms:valproylcarnitine

Chemical Property of (3R)-3-(2-propylpentanoyloxy)-4-(trimethylazaniumyl)butanoate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 66.43000
• Density: g/cm³
• LogP: 0.96080
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 287.20965841
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC(CCC)C(=O)OC(CC(=O)[O-])C[N+](C)(C)C
• Isomeric SMILES: CCCC(CCC)C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C

Technology Process of (3R)-3-(2-propylpentanoyloxy)-4-(trimethylazaniumyl)butanoate

There total 3 articles about (3R)-3-(2-propylpentanoyloxy)-4-(trimethylazaniumyl)butanoate 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:

valproic acid (99-66-1) + L-carnitine (541-15-1,44985-79-7) → valproylcarnitine (95782-09-5)

Guidance literature:

With thionyl chloride; Multistep reaction; 2) CF₃CO₂H;

DOI:10.1021/ac00126a048

Reference yield:

valproyl chloride (2936-08-5) + L-carnitine (541-15-1,44985-79-7) → valproylcarnitine (95782-09-5)

Guidance literature:

With trifluoroacetic acid; at 50 ℃; for 12h;

DOI:10.1002/jps.22557

Reference yield:

valproic acid (99-66-1) → valproylcarnitine (95782-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / 4 h

2: trifluoroacetic acid / 12 h / 50 °C

With oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1002/jps.22557

upstream raw materials:

valproic acid

L-carnitine

valproyl chloride

Refernces

• 1、 Gaskell, Simon, J.,Guenat, Christian,Millington, David S.,Maltby, David A.,Roe, Charles R.. "Differentiation of Isomeric Acylcarnitines Using Tandem Mass Spectrometry". . p. 2801 - 2805. Retrieved 2007/10/02.