N-Phthaloylglycine

Base Information

• Chemical Name: N-Phthaloylglycine
• CAS No.: 4702-13-0
• Molecular Formula: C10H7NO4
• Molecular Weight: 205.17
• Hs Code.: 29251900
• European Community (EC) Number: 225-177-3
• NSC Number: 29044,10771
• UNII: 6J5LY4N0CG
• DSSTox Substance ID: DTXSID00197005
• Nikkaji Number: J68.615H
• Wikidata: Q27264991
• Pharos Ligand ID: 9DL69TFXW82A
• ChEMBL ID: CHEMBL2429920
• Mol file: 4702-13-0.mol

Synonyms:N-phthalylglycine;phthaloyl glycine

Chemical Property of N-Phthaloylglycine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.51E-07mmHg at 25°C
• Melting Point: 195-198 °C
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 412.6 °C at 760 mmHg
• PKA: 3.61±0.10(Predicted)
• Flash Point: 203.3 °C
• PSA: 74.68000
• Density: 1.522 g/cm³
• LogP: 0.30510
• Storage Temp.: 0-6°C
• Solubility.: DMSO, Methanol
• Water Solubility.: insoluble
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.03750770
• Heavy Atom Count: 15
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

N-Phthaloylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CC(=O)O
• Uses: N-Phthaloylglycine (cas# 4702-13-0) is a compound useful in organic synthesis.

Technology Process of N-Phthaloylglycine

There total 30 articles about N-Phthaloylglycine 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%

phthalic anhydride (85-44-9) + glycine (56-40-6,18875-39-3,25718-94-9) → N-phthaloylglycine (4702-13-0)

Guidance literature:

for 0.0472222h; microwave irradiation;

Reference yield: 97.0%

tert-butyl 2-(1,3-dioxoisoindolin-2-yl)acetate (6297-93-4) → N-phthaloylglycine (4702-13-0)

Guidance literature:

With phosphoric acid; In toluene; at 50 ℃; for 2h;

DOI:10.1021/jo061377b

Reference yield: 95.0%

N-(2-Hydroxyethyl)phthalimide (3891-07-4) → N-phthaloylglycine (4702-13-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In ethyl acetate; acetonitrile; at 20 ℃; for 2h;

DOI:10.1080/00397919908086465

upstream raw materials:

phthalic anhydride

glycine

N-(2-Hydroxyethyl)phthalimide

N-(cyanomethyl)phthalimide

Downstream raw materials:

N¹,N²-dimethylphthalamide

N-(N,N-phthaloyl-glycyl)-DL-leucine-methyl ester

2?(1,3?dioxoisoindolin?2?yl)acetyl methyl leucinate

N⁵-benzyloxycarbonyl-N²-(N,N-phthaloyl-glycyl)-DL-ornithine-methyl ester

Refernces

• 1、 Yakubov,Galanin,Shaposhnikov. "5,15-diaminotetrabenzoporphyrins: Synthesis and spectral properties". . p. 482 - 487. Retrieved 2012.
• 2、 Sharma, Rashmi,Gawande, Dinesh Y.,Mohan, Chander,Goel, Rajesh Kumar. "Synthesis and anticonvulsant activities of functionalized 5-(isoindole-1,3-dione)-pyrimidinones". . p. 1420 - 1424. Retrieved 2016.
• 3、 Rani, Anu,Sharma, Anny,Legac, Jenny,Rosenthal, Philip J.,Singh, Parvesh,Kumar, Vipan. "A trio of quinoline-isoniazid-phthalimide with promising antiplasmodial potential: Synthesis, in-vitro evaluation and heme-polymerization inhibition studies". . . Retrieved 2021.
• 4、 Rani, Anu,Johansen, Matt D.,Roquet-Banères, Fran?oise,Kremer, Laurent,Awolade, Paul,Ebenezer, Oluwakemi,Singh, Parvesh,Sumanjit,Kumar, Vipan. "Design and synthesis of 4-Aminoquinoline-isoindoline-dione-isoniazid triads as potential anti-mycobacterials". . . Retrieved 2020.
• 5、 Hariharan,Motekaitis,Martell. "Synthesis of dipeptides of aminophosphonic acids.". . p. 470 - 473. Retrieved 1975.
• 6、 Rassias, Gerasimos,Leonardi, Sofia,Rigopoulou, Dionisia,Vachlioti, Eleanna,Afratis, Konstantinos,Piperigkou, Zoi,Koutsakis, Christos,Karamanos, Nikos K.,Gavras, Haralambos,Papaioannou, Dionissios. "Potent antiproliferative activity of bradykinin B2 receptor selective agonist FR-190997 and analogue structures thereof: A paradox resolved?". supporting information. . Retrieved 2020/11/12.
• 7、 -. "HETEROCYCLIC COMPOUNDS AS MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)". Page/Page column 92-93. . Retrieved 2021/06/22.