L-Carnitinenitrile chloride

Base Information

• Chemical Name: L-Carnitinenitrile chloride
• CAS No.: 2788-28-5
• Molecular Formula: C7H15ClN2O
• Molecular Weight: 178.662
• Hs Code.: 2926909090
• European Community (EC) Number: 700-669-5
• UNII: YZ14J88719
• Wikidata: Q27294796
• Mol file: 2788-28-5.mol

Synonyms:2788-28-5;L-Carnitinenitrile chloride;(R)-3-Cyano-2-hydroxy-N,N,N-trimethyl-1-propanaminium chloride;1-Propanaminium, 3-cyano-2-hydroxy-N,N,N-trimethyl-, chloride, (R)-;L-Carnitinnitrilchlorid [German];L-Carnitinnitrilchlorid;L-(3-Cyano-2-hydroxypropyl)trimethylammonium chloride;YZ14J88719;[(2R)-3-cyano-2-hydroxypropyl]-trimethylazanium;chloride;Ammonium, (3-cyano-2-hydroxypropyl)trimethyl-, chloride, L-;EC 700-669-5;(2R)-3-cyano-2-hydroxy-N,N,N-trimethylpropan-1-aminium chloride;[(2R)-3-CYANO-2-HYDROXYPROPYL]TRIMETHYLAZANIUM CHLORIDE;C7-H15-N2-O.Cl;L-carnitine nitrile chloride;UNII-YZ14J88719;AKOS028109378;D-(+)-CARNITINENITRILE CHLORIDE;AS-81065;LS-17241;CS-0450445;F87310;EN300-7766227;Q27294796;(R)-(3-Cyano-2-hydroxypropyl)-trimethylammoniumchlorid;(R)-3-cyano-2-hydroxy-N,N,N-trimethylpropan-1-aminium chloride

Chemical Property of L-Carnitinenitrile chloride

Chemical Property:

• Melting Point: 249 °C
• PSA: 63.92000
• LogP: -0.36112
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.0872908
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

D(+)-Carnitinenitrilechloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)CC(CC#N)O.[Cl-]
• Isomeric SMILES: C[N+](C)(C)C[C@@H](CC#N)O.[Cl-]
• Uses: (2R)-Carnitinenitrile Chloride is used in biological studies to stud the action of carnitine and related compounds on acetylcholine receptors of neurons from Helix aspersa.

Technology Process of L-Carnitinenitrile chloride

There total 11 articles about L-Carnitinenitrile chloride 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: 92.1%

sodium cyanide (773837-37-9) + (S)-N-(3-chloro-2-hydroxypropyl)-N,N,N-trimethylammonium chloride (101396-91-2,117604-42-9) → (2R)-(-)-3-cyano-2-hydroxypropyltrimethylammonium chloride (2788-28-5,1116-95-6)

Guidance literature:

In water; at 30 - 70 ℃; for 4h; Product distribution / selectivity;

Reference yield: 91.4%

(R)-γ-chloro-β-hydroxybutyronitrile (84367-31-7,637-75-2) + trimethylamine (75-50-3) → (2R)-(-)-3-cyano-2-hydroxypropyltrimethylammonium chloride (2788-28-5,1116-95-6)

Guidance literature:

at 110 ℃; for 24h; under 12001.2 Torr; Temperature; Pressure;

Reference yield: 88.5%

hydrogen cyanide (74-90-8) + (S)-bis<(3-chloro-2-hydroxypropyl)trimethylammonium> L-tartrate → (2R)-(-)-3-cyano-2-hydroxypropyltrimethylammonium chloride (2788-28-5,1116-95-6)

Guidance literature:

With calcium hydroxide; In water; at 55 ℃; for 3h;

DOI:10.1002/hlca.19870700811

upstream raw materials:

(R,S)-carnitinenitrile chloride

4-chloro-3-hydroxybutyronitrile

trimethylamine

hydrogen cyanide

Downstream raw materials:

O-acetyl-L-carnitine hydrochloride

(R)-carnitine hydrochloride

(R)-(-)-carnitinamide chloride

L-carnitine chloride

Refernces

• 1、 -. "Synthesis method of L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine". Paragraph 0036; 0037. . Retrieved 2018/09/21.
• 2、 Yang, Yunxu,Wang, Weili,Wumaier, Aikeremu,Sheng, Ruilong,Zhang, Xuetao,Zhang, Tianyi. "Practical and efficient utilisation of (R)-3-chloro-1,2-propanediol in synthesis of L-carnitine". experimental part. p. 371 - 372. Retrieved 2011/10/09.