(3-Carboxy-2-(R)-hydroxy-propyl)-trimethyl-ammonium

Base Information

• Chemical Name: (3-Carboxy-2-(R)-hydroxy-propyl)-trimethyl-ammonium
• CAS No.: 461-06-3
• Molecular Formula: C7H15NO3
• Molecular Weight: 161.201
• DSSTox Substance ID: DTXSID20274509
• Nikkaji Number: J239.763C,J9.362I
• Wikidata: Q27093606
• Metabolomics Workbench ID: 147219
• ChEMBL ID: CHEMBL1229656
• Mol file: 461-06-3.mol

Synonyms:(3-CARBOXY-2-(R)-HYDROXY-PROPYL)-TRIMETHYL-AMMONIUM;DEXTROCARNITINE;CHEBI:39547;(2R)-3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium;(R)-carnitinium;44984-08-9;[(2R)-3-carboxy-2-hydroxypropyl]-trimethylazanium;SCHEMBL1069009;CHEMBL1229656;DTXSID20274509;DB02648;SBI-0206849.P001;LS-187098;Trimethyl[(R)-3-carboxy-2-hydroxypropyl]aminium;SR-05000002013;SR-01000765388-6;SR-05000002013-1;Q27093606

Chemical Property of (3-Carboxy-2-(R)-hydroxy-propyl)-trimethyl-ammonium

Chemical Property:

• PSA: 60.36000
• LogP: -1.80650
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 162.11301837
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

CARNITIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)CC(CC(=O)O)O
• Isomeric SMILES: C[N+](C)(C)C[C@@H](CC(=O)O)O
• Uses: antihyperlipoproteinemic, gastric/ pancreatic secretion stimulant
• Therapeutic Function: Gastric stimulator, Pancreatic stimulator

Technology Process of (3-Carboxy-2-(R)-hydroxy-propyl)-trimethyl-ammonium

There total 25 articles about (3-Carboxy-2-(R)-hydroxy-propyl)-trimethyl-ammonium 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: 96.6%

(+/-)-carnitinamide chloride (5261-99-4) → CARNITINE (461-06-3,44985-79-7)

Guidance literature:

With water; sodium hydroxide; at 50 ℃; for 5h; Product distribution / selectivity;

Reference yield: 90.5%

aqueous trimethylamine + ethyl (2-chloroaceto)acetate (638-07-3) + platinum (7440-06-4) → CARNITINE (461-06-3,44985-79-7)

Guidance literature:

With hydrogenchloride; In ethanol;

Reference yield: 80.0%

Toluene-4-sulfonate((S)-3-carboxy-2-hydroxy-propyl)-trimethyl-ammonium; (133039-09-5) → (S)-carnitin (406-76-8,461-06-3,541-14-0,541-15-1,44985-79-7)

Guidance literature:

by ion exchange;

DOI:10.1016/S0040-4039(00)88555-X

upstream raw materials:

DL-4-amino-3-hydroxybutyric acid

dimethyl sulfate

methyl iodide

(R,S)-carnitinenitrile chloride

Downstream raw materials:

L-carnitine

(S)-carnitin

4-Hydroxy-dihydro-furan-2-on

DL-carnitine benzyl ester bromide

Refernces

• 1、 -. "PROCESS FOR PRODUCTION OF BETAINE". Page/Page column 22. . Retrieved 2009/09/26.
• 2、 Bose, D. Subhas,Fatima, Liyakat,Rajender, Salla. "An efficient, highly enantioenriched route to L-carnitine and α-lipoic acid via hydrolytic kinetic resolution". . p. 1863 - 1867. Retrieved 2008/01/27.