beta-Methyl L-aspartate hydrochloride Chemical Properties

Melting point:

191-193°C

storage temp. 

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

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Solid

color 

White to Almost white

CAS DataBase Reference

16856-13-6(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich

beta-Methyl L-aspartate hydrochloride Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

L-Aspartic acid 4-methyl ester is a protected form of L-Aspartic acid. L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.

Synthesis

At -10°C, 5 g of L-aspartic acid (37.6 mmol) was slowly added to 26 mL of anhydrous methanol solution containing 3.8 mL (41.2 mmol) of SOCl? The reaction mixture was stirred continuously at room temperature for 2 h. Subsequently, 75 mL of diethyl ether was added to promote precipitation of the product. The resulting white solid was collected by filtration and washed with 2 x 50 mL of diethyl ether to give the final (S)-aspartic acid-β-methyl ester hydrochloride in 85% yield. The product was a white solid.1H NMR (300 MHz, DMSO) characterized the data as follows: δ (ppm) = 3.05 (dd, J = 3.4,4.7 Hz, 2H, CH?), 3.78 (s, 3H, OCH?), 4.31-4.35 (m, 1H, CHN).

Purification Methods

Recrystallise it from MeOH by adding anhydrous Et2O [Bach et al. Biochemical Preparations 13 20 1971].

References

[1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989, p. 833 - 834
[2] Journal of Organic Chemistry, 1988, vol. 53, # 9, p. 1900 - 1903
[3] Patent: WO2013/30193, 2013, A1. Location in patent: Paragraph 30
[4] Journal of Organic Chemistry, 1985, vol. 50, # 24, p. 4982 - 4984
[5] Chemical Communications, 2001, # 18, p. 1710 - 1711

beta-Methyl L-aspartate hydrochloride(16856-13-6)Related Product Information

• Sodium L-aspartate
• Methyl acrylate
• L-Aspartic acid
• Poly-L-aspartic acid
• METSULFURON METHYL
• Topotecan hydrochloride
• Methyl salicylate
• Methylparaben
• Glycine methyl ester hydrochloride
• Bensulfuron methyl
• H-ASP(OET)-OET HCL
• Dimethyl L-aspartate hydrochloride
• H-ASP(OTBU)-OTBU HCL
• Kresoxim-methyl
• L-ASPARTIC ACID
• 4-Methyl hydrogen L-aspartate
• Thiophanate-methyl
• L-Aspartic acid 1-tert-butyl 4-Methyl