57289-64-2

Basic information

• Product Name: L-Aspartic acid, N-acetyl-, dimethyl ester
• Synonyms: L-Aspartic acid, N-acetyl-, dimethyl ester;(S)-2-(Acetylamino)succinic acid dimethyl ester;N-Acetylaspartic acid dimethyl ester;N-Acetyl-L-aspartic acid dimethyl ester;(S)-DiMethyl 2-acetaMidosuccinate;L-Aspartic acid, N-acetyl-, dimethyl este
• CAS NO: 57289-64-2
• Molecular Formula: C₈H₁₃NO₅
• Molecular Weight: 203.19
• Mol File: 57289-64-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: L-Aspartic acid, N-acetyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Aspartic acid, N-acetyl-, dimethyl ester(57289-64-2)
• EPA Substance Registry System: L-Aspartic acid, N-acetyl-, dimethyl ester(57289-64-2)

Safety Data

• Hazardous Substances Data: 57289-64-2(Hazardous Substances Data)

Usage

General Description

L-Aspartic acid, N-acetyl-, dimethyl ester is a chemical compound that is derived from aspartic acid, an amino acid found in many proteins. It is commonly used in the field of pharmaceuticals and biochemical research as a reagent and precursor for the synthesis of various compounds. This chemical has a variety of applications, including as a chiral building block and as an intermediate in the production of pharmaceuticals and agrochemicals. Its dimethyl ester form allows for improved stability and solubility, making it easier to handle and use in research and manufacturing processes. Overall, L-Aspartic acid, N-acetyl-, dimethyl ester plays an important role in various industries and scientific fields due to its versatile properties and potential for diverse applications.

Upstream product

• 67-56-1 methanol 
• 56-84-8 L-Aspartic acid 
• 108-24-7 acetic anhydride 
• 32213-95-9 dimethyl L-aspartate hydrochloride 
• 114249-50-2 N-acetyl aspartic acid dimethyl ester 
• 7542-94-1 2-amino-(2Z)-butenedioic acid dimethyl ester 
• 75-36-5 acetyl chloride 
• 87358-86-9 (Z)-N-Acetyl-α,β-didehydroasparaginsaeure-dimethylester 
• 4033-40-3 N^α-acetyl-L-asparagine 

Downstream Products

• 84652-30-2 N-acetylasparaginamide 
• 4910-47-8 N-Acetyl-asparaginsaeure-α-methylester 
• 676479-06-4 N-[(3S)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-5-oxo-pyrrolidin-3-yl]acetamide 

Relevant articles and documents

Acceptor-Controlled Transfer Dehydration of Amides to Nitriles

Palladium-catalyzed dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired scheme exergonic, thereby driving the dehydration.

Stereo-controlled asymmetric bioreduction of α,β-dehydroamino acid derivatives

α,β-Dehydroamino acid derivatives proved to be a novel substrate class for ene-reductases from the 'old yellow enzyme' (OYE) family. Whereas N-acylamino substituents were tolerated in the α-position, β-analogues were generally unreactive. For aspartic aci

Synthesis and rearrangements of D-glucosyl esters of aspartic acid linked through the 1- or 4-carboxyl group.

Catalytic hydrogenation of 2,3,4,6-tetra-O-benzyl-1-O-[1-benzyl N-(benzyloxycarbonyl)-L-aspart-4-oyl]-alpha-D-glucopyranose (1alpha) in acetic acid-2-methoxyethanol gave 1-O-(L-beta-aspartyl)alpha-D-glucopyranose (2alpha) contaminated with 2-O-(L-alpha-aspartyl)-D-glucopyranose (8). Evidence that 8 was formed from the 1-oyl isomer of 1alpha, namely 2,3,4,6-tetra-O-benzyl-1-O-[4-benzyl N-(benzyloxycarbonyl)-L-aspart-1-oyl]-alpha-D-glucopyranose (7alpha), via 1 leads to 2 acyl migration, was obtained by submitting the deprotected D-glucosyl ester to successive N-acetylation, esterification, and O-acetylation; the final product was identified as a approximately 4:1 mixture of 2,3,4,6-tetra-O-acetyl-1-O-[1-methyl N-(acetyl)-L-aspart-4-oyl]-alpha-D-glucopyranose (4alpha) and 1,3,4,6-tetra-O-acetyl-2-O-[4-methyl N-(acetyl)-L-aspart-1-oyl]-D-glucopyranose (6) which were also prepared by definitive methods. On the other hand, deprotection of 1beta gave isomerically pure 2beta which was converted into the peracetylated ester derivative 4β an explanation for the differences in aglycon isomeric purity of 2alpha and 2beta is given. Hydrogenolysis of 7beta under the above conditions led to intermolecular transesterification with scission of the C-1 ester bond to give 1-(2-methoxyethyl) L-aspartic acid and D-glucose. Catalytic hydrogenation of 7alpha and 7beta, performed in the presence of trifluoroacetic acid, afforded 1-O-(L-alpha-aspartyl)-alpha- and -beta-D-glucopyranoside trifluoroacetate salts (11alpha and 11beta), respectively. The structure of 11beta was established by successive conversion into 2,3,4,6-tetra-O-acetyl-1-O-[4-methyl N-(acetyl)-L-aspart-1-oyl]-beta-D-glucopyranose (5beta) which was also prepared by definitive methods. Analogous treatment of 11alpha gave the N-acetyl derivative 12 which underwent 1 leads to 2 acyl migration during esterification with diazomethane to give the N-acetyl methyl ester derivative 10; acetylation of 10 afforded 6.