Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+)

Base Information

• Chemical Name: Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+)
• CAS No.: 76508-91-3
• Molecular Formula: C18H17 N3 O8
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60227317
• Wikidata: Q76155820
• Mol file: 76508-91-3.mol

Synonyms:Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+);76508-91-3;L-threo-(+)-N-((1,3-Dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)anthranilic acid;C18-H17-N3-O8;DTXSID60227317;C18H17N3O8;LS-20507

Chemical Property of Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+)

Chemical Property:

• PSA: 181.78000
• Density: 1.556g/cm³
• LogP: 1.42930
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 403.10156451
• Heavy Atom Count: 29
• Complexity: 615

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NC(=O)C(=O)NC(CO)C(C2=CC=C(C=C2)[N+](=O)[O-])O
• Isomeric SMILES: C1=CC=C(C(=C1)C(=O)O)NC(=O)C(=O)N[C@@H](CO)[C@H](C2=CC=C(C=C2)[N+](=O)[O-])O

Technology Process of Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+)

There total 2 articles about Anthranilic acid, N-((1,3-dihydroxy-1-(p-nitrophenyl)-2-propyl)oxamoyl)-, L-threo-, (+) 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: 98.4%

2-carboxyoxanilic acid ethyl ester (51679-85-7) + (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) → 2-{[(1S,2S)-2-Hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethylaminooxalyl]-amino}-benzoic acid (76508-91-3)

Guidance literature:

With triethylamine; In ethanol; N,N-dimethyl-formamide; for 2h; Heating;

Reference yield: 96.7%

2-carboxyoxanilic acid ethyl ester (51679-85-7) + (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) → 2-{[(1R,2R)-2-Hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethylaminooxalyl]-amino}-benzoic acid (76508-91-3,76549-60-5)

Guidance literature:

With triethylamine; In ethanol; N,N-dimethyl-formamide; for 2h; Heating;

upstream raw materials:

2-carboxyoxanilic acid ethyl ester

(+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol

(1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol