Glycine methyl ester hydrochloride Chemical Properties

Melting point:

175 °C (dec.)(lit.)

Density 

1.000

storage temp. 

Inert atmosphere,Room Temperature

solubility 

>1000 g/L (20°C)

form 

Powder or Cyrstals

color 

White

Water Solubility 

>1000 g/L (20 ºC)

Sensitive 

Hygroscopic

BRN 

3593644

Stability:

Stable. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C3H7NO2.ClH/c1-6-3(5)2-4;/h2,4H2,1H3;1H

InChIKey

COQRGFWWJBEXRC-UHFFFAOYSA-N

SMILES

C(=O)(OC)CN.Cl

CAS DataBase Reference

5680-79-5(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29224995

MSDS

• Language:English Provider:Methyl glycinate hydrochloride
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Glycine methyl ester hydrochloride Usage And Synthesis

Chemical Properties

Crystalline

Uses

Glycine methyl ester hydrochloride a non-essential amino acid used for human development.

Uses

A Glycine ester, a non-essential amino acid for human development.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

(2) Preparation of glycine methyl ester hydrochloride: 60 mL of methanol was added to a 100 mL round-bottomed flask under ice-bath conditions, followed by the slow dropwise addition of 4 mL of sulfoxide chloride (SOCl2) through a constant-pressure dropping funnel (with a drying tube on top). The resulting off-gas was absorbed using NaOH solution. After stirring the reaction mixture for 1 h, 8 mmol of glycine was added and stirring was continued for 30 min at room temperature. Subsequently, the reaction system was warmed up to 66 °C and refluxed for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) using 2% ninhydrin ethanol solution as a color developer until the disappearance of the raw material spot. After completion of the reaction, the solvent was removed by evaporation to give glycine methyl ester hydrochloride in 100% yield.

Purification Methods

Crystallise the ester salt from MeOH. [Werbin & Spoerri J Am Chem Soc 69 1682 1947, Beilstein 4 H 340, 4 III 1116.]

References

[1] Synthetic Communications, 1998, vol. 28, # 3, p. 471 - 474
[2] European Journal of Organic Chemistry, 2012, # 29, p. 5774 - 5788,15
[3] European Journal of Organic Chemistry, 2012, # 29, p. 5774 - 5788
[4] Patent: US2014/206741, 2014, A1. Location in patent: Paragraph 0131
[5] European Journal of Organic Chemistry, 2017, vol. 2017, # 3, p. 695 - 703

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