L-Pyroglutaminol Chemical Properties

Melting point:

79-80 °C(lit.)

Boiling point:

147-149°C 0,06mm

alpha 

30 º (C=2, ETOH)

Density 

1.1808 (rough estimate)

refractive index 

31 ° (C=5, EtOH)

Flash point:

147-149°C/0.06m

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO, Ethanol, Methanol

form 

Crystals or Crystalline Powder

pka

14.35±0.10(Predicted)

color 

White to light yellow

optical activity

[α]20/D +30°, c = 2 in ethanol

Water Solubility 

Soluble in water.

BRN 

4657914

CAS DataBase Reference

17342-08-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

3-10

HS Code 

29051990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

L-Pyroglutaminol Usage And Synthesis

Chemical Properties

white to light yellow crystals or

Uses

(S)-Pyroglutaminol (cas# 17342-08-4) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of (S)-(+)-5-hydroxymethyl-2-pyrrolidinone from ethyl (S)-5-oxopyrrolidine-2-carboxylate: compound III was synthesized as follows: firstly, LiCl (18 mmol) was added to the reaction flask and dissolved in anhydrous tetrahydrofuran (15 ml). The temperature of the reaction system was controlled at -15 to -10°C. Subsequently, potassium borohydride (18 mmol) was added to the system and the reaction was stirred for 30 minutes. In another reaction flask, compound II (9 mmol) was dissolved in anhydrous tetrahydrofuran (20 ml) and cooled to -15 to -10 °C. Then, the previously prepared reaction solution was slowly added dropwise to this system. After the dropwise addition, the reaction was slowly warmed up to room temperature for 2 hours. The reaction process was monitored by TLC to confirm the complete reaction of the raw materials. Next, saturated ammonium chloride solution (5 ml) was added slowly dropwise to the reaction system and stirred for 30 minutes. The reaction mixture was extracted with ethyl acetate, the organic phases were combined and dried with anhydrous sodium sulfate. The dried organic phase was filtered and the filtrate was concentrated under reduced pressure to give compound III (8.55 mmol) in 95% yield.

References

[1] Patent: CN107304179, 2017, A. Location in patent: Paragraph 0033; 0036-0037; 0055; 0058;
[2] Tetrahedron Asymmetry, 2002, vol. 13, # 4, p. 437 - 445
[3] Tetrahedron, 1996, vol. 52, # 10, p. 3719 - 3740
[4] Patent: WO2015/181676, 2015, A1. Location in patent: Page/Page column 170-171
[5] Journal of Organic Chemistry, 1992, vol. 57, # 7, p. 2158 - 2160

L-Pyroglutaminol(17342-08-4)Related Product Information

• Polyglutamic acid
• 2-Pyrrolidinone
• Dexketoprofen trometamol
• N-Vinyl-2-pyrrolidone
• L-Glutamic acid
• Polyvinylpyrrolidone
• GLDH
• Ketorolac tromethamine
• Fosfomycin tromethamine
• L-Pyroglutamic acid
• N-Methyl-2-pyrrolidone
• N-Methyl-2-pyrrolidone
• Sodium L-pyroglutamate
• Hydrogenated Cottonseed Oil
• METHYL-2-PYRROLIDONE
• Z-PYR-OH
• CALCIUM PIDOLATE
• Cyclopentene oxide