N-Benzoyl-L-glutamic acid

Base Information

• Chemical Name: N-Benzoyl-L-glutamic acid
• CAS No.: 6094-36-6
• Molecular Formula: C12H13NO5
• Molecular Weight: 251.239
• Hs Code.: 2924299090
• European Community (EC) Number: 636-426-4
• UNII: 3591D74MXP
• ChEMBL ID: CHEMBL22546
• Nikkaji Number: J139.234D
• Wikidata: Q27256445
• Mol file: 6094-36-6.mol

Synonyms:N-benzoylglutamic acid

Chemical Property of N-Benzoyl-L-glutamic acid

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 1.81E-13mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 18.5 ° (C=10, 1mol/L NaOH)
• Boiling Point: 562 °C at 760 mmHg
• PKA: 3.61±0.10(Predicted)
• Flash Point: 293.7 °C
• PSA: 103.70000
• Density: 1.354 g/cm³
• LogP: 1.12530
• Storage Temp.: Store at 0°C
• Water Solubility.: very faint turbidity in hot Water
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 251.07937252
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bz-Glu-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Benzoyl-L-glutamic acid

There total 29 articles about N-Benzoyl-L-glutamic 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: 91.0%

N-(benzoyl)-L-proline (5874-58-8) → N-benzoyl-L-glutamic acid (6094-36-6)

Guidance literature:

With 2,6-dichloropyridine N-oxide; dichloro(5,10,15,20-tetramesitylporphyrinato)ruthenium(IV); In benzene; at 40 ℃;

DOI:10.1021/ja045603f

Reference yield: 82.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + benzoyl chloride (98-88-4) → N-benzoyl-L-glutamic acid (6094-36-6)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1021/jo7015423

Reference yield: 36.0%

N-benzoyl-L-glutamic acid diethyl ester (42807-47-6) → N-benzoyl-L-glutamic acid (6094-36-6) + N-benzoyl-L-glutamic acid α-ethyl ester (23262-03-5) + N-benzoyl-L-glutamic acid γ-ethyl ester (124126-79-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jm00164a056

upstream raw materials:

N-thiobenzoyl-L-glutamic acid

Glutamic acid

benzoyl chloride

N-(cyclopent-2-en-1-yl)-benzamide

Downstream raw materials:

N-benzoyl-L-glutamic acid diethyl ester

D-Glutamic acid

L-glutamic acid

N-benzoyl-DL-glutamic acid-anhydride

Refernces

• 1、 Zhang, Chao,Wang, Hui-Jie,Bao, Qi-Chao,Bian, Jin-Lei,Yang, Ying-Rui,You, Qi-Dong,Xu, Xiao-Li. "Discovery of novel chemical scaffolds as RhoA inhibitors using virtual screening, synthesis, and bioactivity evaluation". . p. 56738 - 56746. Retrieved 2016/07/06.
• 2、 Song, Peng,Mabrouk, Omar S.,Hershey, Neil D.,Kennedy, Robert T.. "In vivo neurochemical monitoring using benzoyl chloride derivatization and liquid chromatography-mass spectrometry". experimental part. p. 412 - 419. Retrieved 2012/03/11.