Choline tosylate

Choline tosylate Basic information

Product Name:	Choline tosylate
Synonyms:	[2-HYDROXYETHYL]TRIMETHYLAMMONIUM P-TOLUENESULFONATE SALT;CHOLINE TOSYLATE;Choline 4-methylbenzenesulphonate salt;2-Hydroxy-N,N,N-trimethyl-ethanaminium 4-methylbenzenesulfonic acid salt;Choline p-toluenesulfonate;Choline 4-methylbenzenesulphonate salt 99%;(2-Hydroxyethyl)trimethylammonium toluene-4-sulphonate 99%;Choline tosylate, 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulphonate, Choline toluene-4-sulphonate
CAS:	55357-38-5
MF:	C12H21NO4S
MW:	275.36
EINECS:
Product Categories:	Quarternary ammonium salts
Mol File:	55357-38-5.mol

Choline tosylate Chemical Properties

Melting point	95°C
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
solubility	DMSO (Slightly), Methanol (Slightly)
form	crystalline solid
color	White
Sensitive	Light Sensitive/Hygroscopic
CAS DataBase Reference	55357-38-5(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
Hazard Note	Irritant/Hygroscopic/Light Sensitive
HS Code	2923900090

MSDS Information

Provider	Language
SigmaAldrich	English
ALFA	English

Choline tosylate Usage And Synthesis

Uses

Choline p-Toluenesulfonate Salt is a useful intermediate as well as a choline acetyltransferase (CHAT) substrate.

Synthesis

A 500 mL reactor was charged at 25 ??C with 50 g (268.5 mmol) methyl tosylate and 100 mL acetone to which a solution of 25.1 g (281.6 mmol) N,N-dimethyl ethanolamine in 50.3 g acetone was added continuously at 25 ??C over 3 h. The dropping funnel was rinsed with additional acetone. The reaction mixture was stirred at 25 ??C for 20 h and the reaction progress was monitored by HPLC. When the level of methyltosylate was lower than 500 ppm the resulting suspension was cooled to 0 ??C over 150 min and the suspension was stirred at 0 ??C for 60 min. The product was collected by fdtration, washed two times with 175 mL acetone and dried under vacuum at 25 ??C to obtain 73.1 g (99 %) of choline tosylate as a white crystalline solid.

Choline tosylate Preparation Products And Raw materials

Preparation Products

1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->Diacetyl-L-Glycerophosphorylcholine-->L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL

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Choline tosylate

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