ChemicalBook--->CAS DataBase List--->14358-33-9

14358-33-9

14358-33-9 Structure

14358-33-9 Structure
IdentificationBack Directory
[Name]

H-DL-ASP(OME)-OME HCL
[CAS]

14358-33-9
[Synonyms]

DL-Asp(OMe)-OMe·HCl
H-DL-ASP(OME)-OME HCL
DL-ASPARTIC ACID(OME)-OME HCL
dl-asparticaciddimethylesterHCl
H-DL-ASP(OME)-OME HCL USP/EP/BP
(1,4-dimethoxy-1,4-dioxobutan-2-yl)azanium
DL-ASPARTIC ACID DIMETHYL ESTER HYDROCHLORIDE
1,4-dimethyl 2-aminobutanedioate hydrochloride
DL-ASPARTIC ACID A,B-DIMETHYLESTER HYDROCHLORIDE
DL-ASPARTIC ACID DIMETHYL ESTERHYDROCHLO RIDE CRYST
DL-ASPARTIC ACID ALPHA,BETA-DIMETHYL ESTER HYDROCHLORIDE
DL-Aspartic acid dimethyl ester hydrochloride≥ 98.5% (Assay: Anhydrous basis)
[Molecular Formula]

C6H12ClNO4
[MDL Number]

MFCD00054368
[MOL File]

14358-33-9.mol
[Molecular Weight]

197.62
Chemical PropertiesBack Directory
[Melting point ]

115-116.5℃ (ethanol ethyl acetate )
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
[Hazard Codes ]

Xi
[Risk Statements ]

42/43
[Safety Statements ]

36/37
Hazard InformationBack Directory
[Chemical Properties]

White or off-white crystal
[Uses]

DL-Aspartic acid dimethyl ester hydrochloride is an aspartic acid derivative[1].
[Synthesis]

Methanol

67-56-1

D-Aspartic acid

1783-96-6

H-DL-ASP(OME)-OME HCL

14358-33-9

106.8 g (0.8 mol) of D-aspartic acid and 700 ml of methanol were added to the reaction vessel, and 84.4 ml (1.2 mol) of thionyl chloride was slowly added dropwise under stirring conditions, with the reaction temperature controlled at 0 °C. After the dropwise addition, the reaction mixture was warmed up to room temperature (about 29°C) and the reaction was continued with stirring for 30 hours. Upon completion of the reaction, excess methanol and thionyl chloride were removed from the reaction solution by distillation. The remaining oily substance was dissolved in 3.5 times the volume of ether for crystallization to obtain white crystals. After filtration, the crystals were washed with ether three times and dried to finally obtain 107.8 g of white solid product DL-aspartic acid dimethyl ester hydrochloride.

[Purification Methods]

Crystallise it from absolute MeOH. [Kovach et al. J Am Chem Soc 107 7360 1985.] The diethyl ester has pK25 6.4.
[References]

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368
Spectrum DetailBack Directory
[Spectrum Detail]

H-DL-ASP(OME)-OME HCL(14358-33-9)1HNMR
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