Methyl L-lysinate dihydrochloride Chemical Properties

Melting point:

213-215°C

refractive index 

17 ° (C=5, H2O)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Methanol, Water

form 

Crystalline Powder

color 

White

Water Solubility 

Soluble in water.

Sensitive 

Hygroscopic

BRN 

5302183

CAS DataBase Reference

26348-70-9(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-24/25

WGK Germany 

3

HS Code 

29224190

MSDS

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

Methyl L-lysinate dihydrochloride Usage And Synthesis

Chemical Properties

Light Yellow Solid

Uses

L-Lysine methyl ester dihydrochloride is used in the production of lysine methyl ester based cationic surfactants and hydrogels.

Uses

Methyl L-lysinate dihydrochloride can be used in the synthesis of peptides containing histidine and lysine.

Synthesis

L-lysine hydrochloride (2,5.00 g, 27.4 mmol, 1.0 equiv) and methanol (30 mL, 0.9 M) were added to a round bottom flask. The suspension was heated to reflux until the solid was completely dissolved. Thionyl chloride (2.59 mL, 35.6 mmol, 1.3 eq.) was added slowly dropwise with a controlled drip time of 15 minutes. The reaction system was kept under reflux conditions for 17 hours. Upon completion of the reaction, most of the volatiles were removed by distillation (ca. 25 mL), followed by azeotropy with toluene under reduced pressure to remove the remaining volatiles to afford pure lysine methyl ester dihydrochloride (3, quantitative yield, white solid), which was used directly in the next step of the reaction without further purification. The physical and chemical properties of the resulting compound were analyzed to be consistent with the data reported in the literature.

References

[1] Tetrahedron Letters, 2016, vol. 57, # 4, p. 502 - 504
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 17, p. 3669 - 3683
[3] Heterocycles, 2017, vol. 94, # 5, p. 964 - 978
[4] Journal of Polymer Science, Part A: Polymer Chemistry, 2015, vol. 53, # 17, p. 2036 - 2049
[5] Molecules, 2016, vol. 21, # 1,

Methyl L-lysinate dihydrochloride(26348-70-9)Related Product Information

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