Diethyl N-(4-aminobenzoyl)-L-glutamate

Base Information

• Chemical Name: Diethyl N-(4-aminobenzoyl)-L-glutamate
• CAS No.: 13726-52-8
• Molecular Formula: C16H22 N2 O5
• Molecular Weight: 322.361
• Hs Code.: 2924299090
• European Community (EC) Number: 237-293-1
• DSSTox Substance ID: DTXSID70160125
• Nikkaji Number: J236.378J
• Wikidata: Q83028500
• ChEMBL ID: CHEMBL3278335
• Mol file: 13726-52-8.mol

Synonyms:13726-52-8;N-(4-Aminobenzoyl)-L-glutamic acid diethyl ester;Diethyl N-(4-aminobenzoyl)-L-glutamate;Diethyl N-(p-aminobenzoyl)-L-glutamate;MFCD00009617;EINECS 237-293-1;NSC 82885;1,5-diethyl (2S)-2-[(4-aminophenyl)formamido]pentanedioate;L-Glutamic acid, N-(4-aminobenzoyl)-, diethyl ester;diethyl (2S)-2-[(4-aminobenzoyl)amino]pentanedioate;4-Abz-Glu(OEt)-OEt;SCHEMBL1143549;CHEMBL3278335;DTXSID70160125;diethyl 4-aminobenzoyl-l-glutamate;diethyl p-aminobenzoyl-L-glutamate;diethyl (4-aminobenzoyl)-L-glutamate;AKOS015838775;AKOS015888430;HY-W141952;AS-70030;A1240;CS-0201742;(S)-Diethyl 2-(4-aminobenzamido)pentanedioate;A-5050;D88400;Diethyl 2-[(4-aminobenzoyl)amino]pentanedioate #;N-(p-Aminobenzoyl)-L-glutamic acid diethyl ester;N-(4-Aminobenzoyl)-L-glutamic acid diethyl ester, 97%;L-Glutamic acid, N-(4-aminobenzoyl)-, 1,5-diethyl ester

Chemical Property of Diethyl N-(4-aminobenzoyl)-L-glutamate

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 5.42E-11mmHg at 25°C
• Melting Point: 139-142 °C(lit.)
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 522°Cat760mmHg
• PKA: 13.87±0.46(Predicted)
• Flash Point: 269.5°C
• PSA: 107.72000
• Density: 1.187g/cm³
• LogP: 2.24570
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 322.15287181
• Heavy Atom Count: 23
• Complexity: 405

Purity/Quality:

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

N-(4-Aminobenzoyl)-L-glutamic Acid Diethyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Diethyl N-(4-aminobenzoyl)-L-glutamate

There total 14 articles about Diethyl N-(4-aminobenzoyl)-L-glutamate 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: 100.0%

diethyl (4-nitrobenzoyl)-L-glutamate (7148-24-5) → diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8)

Guidance literature:

With potassium fluoride; polymethylhydrosiloxane; palladium diacetate; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1055/s-2006-950231

Reference yield: 67.7%

Diethyl 8-Deazaaminopterin (76807-59-5) → 6-methylpyrido<3,2-d>pyrimidine-2,4-diamine (1955-57-3) + diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate (939436-99-4) + diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8)

Guidance literature:

With platinum(IV) oxide; hydrogen; acetic acid; In ethanol; at 40 ℃; for 48h; under 2.25023 Torr;

DOI:10.1016/j.ejmech.2008.04.017

Reference yield: 60.0%

Diethyl 8-Deazafolic Acid (76807-65-3) → diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8) + 2-amino-5,6,7,8-tetrahydro-6-methylpyrido<3,2-d>pyrimidin-4(3H)-one (78711-33-8) + diethyl 5,6,7,8-tetrahydro-8-deazafolate (82855-85-4)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; In ethanol; for 3h; under 2172.02 Torr;

DOI:10.1021/jm00378a031

upstream raw materials:

N-<4-Nitro-benzoyl>-DL-glutaminsaeure-diaethylester

diethyl 2-aminopentanedioate

4-nitro-benzoic acid

N-[4-(toluene-4-sulfonylamino)-benzoyl]-L-glutamic acid diethyl ester

Downstream raw materials:

N-{4-[1-(1H-benzimidazol-2-yl)-1-methyl-ethylamino]-benzoyl}-L-glutamic acid diethyl ester

Diethyl N-<4-<(2-acetoxyethyl)amino>benzoyl>-L-glutamate

(S)-2-[4-(3-Ethoxycarbonyl-6-trifluoromethyl-quinoxalin-2-ylamino)-benzoylamino]-pentanedioic acid diethyl ester

(S)-2-[4-(3-Ethoxycarbonyl-7-trifluoromethyl-quinoxalin-2-ylamino)-benzoylamino]-pentanedioic acid diethyl ester

Refernces

• 1、 Feng, Jie,Handa, Sachin,Gallou, Fabrice,Lipshutz, Bruce H.. "Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature". supporting information. p. 8979 - 8983. Retrieved 2016/07/26.
• 2、 Rahaim Jr., Ronald J.,Maleczka Jr., Robert E.. "Palladium-catalyzed silane/siloxane reductions in the one-pot conversion of nitro compounds into their amines, hydroxylamines, amides, sulfonamides, and carbamates". . p. 3316 - 3340. Retrieved 2008/09/17.