N-Benzoyl-DL-aspartic acid

Base Information

• Chemical Name: N-Benzoyl-DL-aspartic acid
• CAS No.: 4631-12-3
• Molecular Formula: C11H11 N O5
• Molecular Weight: 237.212
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10939251
• Nikkaji Number: J438.129G
• Wikidata: Q82915708
• ChEMBL ID: CHEMBL3885313
• Mol file: 4631-12-3.mol

Synonyms:N-benzoyl-L-aspartic acid;N-BENZOYL-ASPARTIC ACID;N-Benzoyl-DL-aspartic acid;DL-Aspartic acid, N-benzoyl-;4631-12-3;benzoyl-L-aspartic acid;17966-68-6;(2S)-2-benzamidobutanedioic acid;Benzoylasparaginsaure;starbld0048199;SCHEMBL697053;CHEMBL3885313;DTXSID10939251;AKOS040752427;LS-22076;HY-118093;N-[Hydroxy(phenyl)methylidene]aspartic acid;CS-0065184;F88026;(2S)-2-(PHENYLFORMAMIDO)BUTANEDIOIC ACID

Chemical Property of N-Benzoyl-DL-aspartic acid

Chemical Property:

• Vapor Pressure: 6.76E-11mmHg at 25°C
• Melting Point: 176 °C
• Boiling Point: 502°Cat760mmHg
• PKA: 3.31±0.10(Predicted)
• Flash Point: 257.4°C
• PSA: 103.70000
• Density: 1.404g/cm³
• LogP: 0.73520
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 237.06372245
• Heavy Atom Count: 17
• Complexity: 309

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC(CC(=O)O)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)N[C@@H](CC(=O)O)C(=O)O

Technology Process of N-Benzoyl-DL-aspartic acid

There total 8 articles about N-Benzoyl-DL-aspartic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

benzoyl chloride (98-88-4) + L-Aspartic acid bis(trimethylsilyl) ester (5269-42-1) → benzoyl L-aspartic acid (4631-12-3)

Guidance literature:

In tetrahydrofuran; at 23 ℃;

DOI:10.1016/0040-4020(92)85013-5

Reference yield:

N-benzoylaspartic acid (17966-68-6) → L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + D-N-benzoylaspartic acid (4915-59-7) + benzoyl L-aspartic acid (4631-12-3)

Guidance literature:

With D-glucose; corn steep liquor; fungus Beauveria bassiana ATCC 7159; In ethanol; water; for 72h; Title compound not separated from byproducts; Enzymatic reaction;

DOI:10.1007/s007060070095

Reference yield:

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + benzoyl chloride (98-88-4) → benzoyl L-aspartic acid (4631-12-3)

Guidance literature:

In 1,4-dioxane; water; at 25 ℃; Rate constant; Thermodynamic data; activation parameters;

upstream raw materials:

N-benzoyl-L-tyrosine

L-Aspartic acid

benzoyl chloride

L-Aspartic acid bis(trimethylsilyl) ester

Downstream raw materials:

N-benzoyl-L-aspartic acid-anhydride

N-benzoyl-aspartic acid anhydride

N-benzoylaspartic acid

(2S)-N-benzoyl-L-aspartic acid dibenzyl ester

Refernces

• 1、 Holland, Herbert L.,Andreana, Peter R.,Salehzadeh-Asl, Reza,Van Vliet, Aaron,Ihasz, Nancy J.,Brown, Frances M.. "Beauveria bassiana ATCC 7159 contains an L-specific α-amino acid benzamidase". . p. 667 - 672. Retrieved 2007/10/03.
• 2、 Castano, Ana M.,Echavarren, Antonio M.. "L-aspartic acid bis(trimethylsilyl) ester: A convenient starting material for the acylation of L-aspartic acid". . p. 3377 - 3384. Retrieved 2007/10/02.