57289-64-2

Usage

Uses

Used in Pharmaceutical Industry:
L-Aspartic acid, N-acetyl-, dimethyl ester is used as a chiral building block for the synthesis of pharmaceutical compounds. Its unique properties enable the creation of enantiomerically pure drugs, which are essential for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Biochemical Research:
L-Aspartic acid, N-acetyl-, dimethyl ester is used as a reagent in biochemical research to study the structure, function, and interactions of biomolecules. Its ability to form stable complexes with other molecules makes it a valuable tool for investigating biological processes and mechanisms.
Used in Agrochemical Production:
L-Aspartic acid, N-acetyl-, dimethyl ester is used as an intermediate in the production of agrochemicals, such as pesticides and herbicides. Its role in the synthesis of these compounds contributes to the development of effective and targeted agricultural solutions.
Used in Manufacturing Processes:
L-Aspartic acid, N-acetyl-, dimethyl ester is used to improve the stability and solubility of various compounds in manufacturing processes. Its dimethyl ester form allows for easier handling and use, enhancing the efficiency and safety of chemical production.

Upstream product

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

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 academic research and scientific papers

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.

A practical, catalytic and selective deprotection of a Boc group in N,Na?2-diprotected amines using iron(III)-catalysis

A selective, catalytic and practical method for removing a Boc group from several N,Na?2-diprotected amino acids and amine derivatives using iron(III) salts as sustainable catalysts is described. The process is clean, not needing a purification step. A th

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

Selectivity in Carbonic Anhydrase Catalyzed Hydrolysis of Standard N-Acetyl-DL-amino Acid Methyl Esters

Carbonic anhydrase-catalyzed hydrolysis of some standard N-acetyl-DL-amino acid methyl esters proceeds with high enantioselectivity.This enzyme hydrolyses selectively D amino acid derivatives in contrast to proteases which have a L stereoselectivity. Key Words: carbonic anhydrase, hydrolysis, N-acetyl-DL-amino acid methyl esters, enantioselectivity.

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.