40149-67-5

Basic information

• Product Name: dimethyl DL-aspartate
• Synonyms: dimethyl DL-aspartate;Aspartic acid, 1,4-dimethyl ester;DL-Aspartic acid dimethyl;rac-(2R*)-2-Aminosuccinic acid dimethyl ester;DL-Aspartic acid, 1,4-diMethyl ester
• CAS NO: 40149-67-5
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.15584
• EINECS: 254-813-2
• Mol File: 40149-67-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 223°Cat760mmHg
• Flash Point: 88.9°C
• Appearance: /
• Density: 1.162g/cm³
• CAS DataBase Reference: dimethyl DL-aspartate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl DL-aspartate(40149-67-5)
• EPA Substance Registry System: dimethyl DL-aspartate(40149-67-5)

Safety Data

• Hazardous Substances Data: 40149-67-5(Hazardous Substances Data)

Usage

InChI:InChI=1S/C6H11NO4/c1-10-5(8)3-4(7)6(9)11-2/h4H,3,7H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 70-47-3 L-asparagine 
• 36875-41-9 (Z) dimethyl azidoethylenedicarboxylate 
• 28081-31-4 dimethyl α-nitrosuccinate 
• 617-45-8 aspartic Acid 
• 3130-87-8 DL-asparagine monohydrate 
• 65414-78-0 (R)-Aspartate α-methyl ester 
• 1783-96-6 (2R)-aspartic acid 
• 142026-01-5 (R)-dimethyl 2-azidosuccinate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 130608-05-8 (S)-dimethyl 2-((p-nitrobenzene)sulfonyl)oxy succinate 
• 617-55-0 dimethyl (S)-malate 

Downstream Products

• 6384-18-5 dimethyl D-aspartate 
• 86555-45-5 rac-dimethyl 2-benzamidosuccinate 
• 1783-96-6 (2R)-aspartic acid 
• 21394-81-0 (R)-2-amino-4-methoxy-4-oxobutanoic acid 
• 65414-78-0 (R)-Aspartate α-methyl ester 
• 31947-19-0 Dimethyl-benzyloxycarbonyl-sarcosylaspartat 
• 142026-06-0 Cbz-Ala-D-Asp(OMe)-OMe 
• 28081-31-4 dimethyl α-nitrosuccinate 
• 77119-27-8 2-[(1-Benzyl-aziridine-2-carbonyl)-amino]-succinic acid dimethyl ester 
• 111971-01-8 C₁₄H₁₅N₃O₅ 
• 102017-82-3 N-(4,4'-Nitro-phenylazobenzoyl)-asparaginsaeure-methylester 
• 6437-34-9 (3,6-dioxo-piperazine-2,5-diyl)-bis-acetic acid dimethyl ester 

Relevant articles and documents

A Concise Asymmetric Route to Nuphar Alkaloids. A Formal Synthesis of (-)-Deoxynupharidine

(Equation presented) A stereocontrolled route to Nuphar alkaloids is described that employs a formal [3 + 3] cycloaddition strategy to assemble the piperidine nucleus. The addition of Pd-TMM complexes to aziridine 10 was found to be sluggish; however, the addition of a functionalized allyl Grignard reagent followed by a Mitsunobu condensation reaction provided 11 in high yield. The employment of this route in the formal synthesis of (-)-deoxynupharidine 1 is described.

Enzymatic methods for the preparation of enantiopure malic and aspartic acid derivatives in organic solvents

The kinetic resolution of malic and aspartic acid diesters as well as of its N-butanoyl dimethyl ester by highly regioselective lipases and acylase I enzymes were studied. Candida antarctica lipase A on Celite catalyzed the enantioselective acylation of the hydroxyl and amino groups. Acylase I from Aspergillus melleus and Candida antarctica lipase B catalyzed the enantioselective alcoholyses of the ester groups at the α- and β-positions, respectively. (C) 1999 Elsevier Science Ltd.

N-Pyrazinoyl substituted amino acids as potential antimycobacterial agents-the synthesis and biological evaluation of enantiomers

Tuberculosis is an infectious disease caused by Mycobacterium tuberculosis (Mtb), each year causing millions of deaths. In this article, we present the synthesis and biological evaluations of new potential antimycobacterial compounds containing a fragment of the first-line antitubercular drug pyrazinamide (PZA), coupled with methyl or ethyl esters of selected amino acids. The antimicrobial activity was evaluated on a variety of (myco)bacterial strains, including Mtb H37Ra, M. smegmatis, M. aurum, Staphylococcus aureus, Pseudomonas aeruginosa, and fungal strains, including Candida albicans and Aspergillus flavus. Emphasis was placed on the comparison of enantiomer activities. None of the synthesized compounds showed any significant activity against fungal strains, and their antibacterial activities were also low, the best minimum inhibitory concentration (MIC) value was 31.25 μM. However, several compounds presented high activity against Mtb. Overall, higher activity was seen in derivatives containing l-amino acids. Similarly, the activity seems tied to the more lipophilic compounds. The most active derivative contained phenylglycine moiety (PC-d/l-Pgl-Me, MIC 1.95 μg/mL). All active compounds possessed low cytotoxicity and good selectivity towards Mtb. To the best of our knowledge, this is the first study comparing the activities of the d- and l-amino acid derivatives of pyrazinamide as potential antimycobacterial compounds.

A kind of optical active pharmaceutical process for the preparation of intermediates

The invention relates to a preparation method of an optical active compound, represented by formula I, or a hydrochloride of the optical active compound by taking a compound with optical activity as a starting material. Raw materials of the preparation method are cheap and easily available; no splitting is needed; the whole technological operation is simple and convenient; cost is low; pollution on environment is less; and the preparation method is suitable for industrialized production. In the formula I, n is 1 or 2 or 3.