Benzyl glycinate p-toluenesulfonate Chemical Properties

Melting point:

132-134 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

methanol: 0.1 g/mL, clear

form 

Solid

color 

White to Off-White

Water Solubility 

almost transparency

BRN 

3600116

InChI

InChI=1S/C9H11NO2.C7H8O3S/c10-6-9(11)12-7-8-4-2-1-3-5-8;1-6-2-4-7(5-3-6)11(8,9)10/h1-5H,6-7,10H2;2-5H,1H3,(H,8,9,10)

InChIKey

WJKJXKRHMUXQSL-UHFFFAOYSA-N

SMILES

C1(S(O)(=O)=O)=CC=C(C)C=C1.C(OCC1=CC=CC=C1)(=O)CN

CAS DataBase Reference

1738-76-7(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29225090

MSDS

• Language:English Provider:SigmaAldrich

Benzyl glycinate p-toluenesulfonate Usage And Synthesis

Chemical Properties

White crystalline

Uses

Potent crosslinking inhibitors

Uses

Racecodotril intermediate

Uses

Glycine benzyl ester p-toluenesulfonate salt is a potent crosslinking inhibitor.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure: 270 kg of p-toluenesulfonic acid monohydrate and 550 kg of toluene are added to the reactor, stirring is initiated and heating is brought to reflux. The water generated by the reaction was removed by means of a water separator until no water was produced. Subsequently, glycine was added to the reaction vessel. Continue to add 100 kg of reaction solution and 850 kg of benzyl alcohol to the reaction system and maintain reflux. The water generated from the reaction was continuously separated through a water separator until no water was generated, and then the reaction was continued at reflux for 2 hours. Upon completion of the reaction, the reaction solution was cooled to 10°C and stirred for 1 hour. The reaction mixture was filtered and the filter cake was washed with 100 kg of acetone and dried to give 395 kg of glycine benzyl ester p-toluenesulfonate in 88.4% yield and 99.62% purity.

References

[1] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 2, p. 519 - 532
[2] Synthesis, 2002, # 8, p. 1017 - 1026
[3] Chemical Communications, 2007, # 36, p. 3711 - 3713
[4] Chemistry - An Asian Journal, 2009, vol. 4, # 2, p. 328 - 335
[5] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 707 - 710

Benzyl glycinate p-toluenesulfonate(1738-76-7)Related Product Information

• Betaine
• p-Toluenesulfonic acid
• Glycine
• Benzyl nicotinate
• Benzyl benzoate
• Sodium xylenesulfonate
• Sorafenib tosylate
• Benzyl chloride
• Benzyl alcohol
• Sodium p-toluenesulfonate
• SODIUM P-TOLUENESULFONATE
• H-D-PRO-OBZL HCL
• H-GLY-PHE-GLY-OH
• GLYCYL-L-PHENYLALANINE
• H-GLY-PHE-PNA HCL
• Benzyl glycinate hydrochloride
• GLYCYL-SARCOSINE
• Glycine tert butyl ester hydrochloride