Dimethyl L-aspartate hydrochloride Chemical Properties

Melting point:

115-117 °C(lit.)

alpha 

15 º (c=1, MeOH)

refractive index 

12 ° (C=1.4, H2O)

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

form 

Powder

color 

White to Off-white

Water Solubility 

Soluble in water (almost transparency) and methanol.

InChI

InChI=1/C6H11NO4.ClH/c1-10-5(8)3-4(7)6(9)11-2;/h4H,3,7H2,1-2H3;1H/t4-;/s3

InChIKey

PNLXWGDXZOYUKB-WCCKRBBISA-N

SMILES

[C@@H](N)(C(=O)OC)CC(=O)OC.Cl |&1:0,r|

CAS DataBase Reference

32213-95-9(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29224999

MSDS

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

Dimethyl L-aspartate hydrochloride Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Uses

Dimethyl L-Aspartate Hydrochloride was used in the synthesis of enzyme and pH dual responsive L-amino acid based biodegradable polymer nanocarrier that can be used for multidrug delivery to cancer cells.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Example 1; This example demonstrates the synthesis of dimethyl (S)-2-aminosuccinate hydrochloride from L-aspartic acid. The steps were as follows: a solution of L-aspartic acid (13.5 g, 100 mmol) dissolved in 100 ml of methanol was slowly added dropwise to pure thionyl chloride, and the reaction mixture was stirred continuously for 48 hours at room temperature. After completion of the reaction, the reaction mixture was concentrated in vacuum using a rotary evaporator. Subsequently, it was extracted and washed by adding methanol (3 x 30 ml) and dichloromethane (3 x 30 ml) to finally obtain L-aspartic acid dimethyl ester hydrochloride (19.5 g, quantitative yield) in white powder form.

References

[1] Organic and Biomolecular Chemistry, 2009, vol. 7, # 20, p. 4309 - 4316
[2] Patent: US2007/142467, 2007, A1. Location in patent: Page/Page column 5
[3] Chemical Communications, 2011, vol. 47, # 23, p. 6569 - 6571
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 23, p. 10460 - 10474
[5] Organic and Biomolecular Chemistry, 2015, vol. 13, # 15, p. 4514 - 4523

Dimethyl L-aspartate hydrochloride(32213-95-9)Related Product Information

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