4-(4-Styryl-phenylcarbamoyl)-butyric acid

Base Information

• Chemical Name: 4-(4-Styryl-phenylcarbamoyl)-butyric acid
• CAS No.: 316173-40-7
• Molecular Formula: C19H19NO3
• Molecular Weight: 309.365
• DSSTox Substance ID: DTXSID401181754
• Nikkaji Number: J1.468.358E,J1.996.010B
• Wikidata: Q27097767
• Metabolomics Workbench ID: 56622
• Mol file: 316173-40-7.mol

Synonyms:4-(4-STYRYL-PHENYLCARBAMOYL)-BUTYRIC ACID;(E)-4-glutaramidostilbene;CHEBI:45573;5-OXO-5-({4-[(E)-2-PHENYLVINYL]PHENYL}AMINO)PENTANOIC ACID;4-(4-styrylphenylcarbamoyl)butyric acid;5-oxo-5-({4-[(E)-2-phenylethenyl]phenyl}amino)pentanoic acid;1fl3;Epitope ID:161164;SCHEMBL6756024;SCHEMBL6756026;5-oxo-5-[4-[(E)-2-phenylethenyl]anilino]pentanoic acid;DTXSID401181754;DB08562;N-[(E)-Stilbene-4-yl]glutaramidic acid;5-(Stilbene-4-ylamino)-5-oxopentanoic acid;Q27097767;5-oxo-5-[[4-[(1E)-2-phenylethenyl]phenyl]amino]-pentanoic acid;5-Oxo-5-[[4-[(1E)-2-phenylethenyl]phenyl]amino]pentanoic acid;316173-40-7

Chemical Property of 4-(4-Styryl-phenylcarbamoyl)-butyric acid

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 309.13649347
• Heavy Atom Count: 23
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=C(C=C2)NC(=O)CCCC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)NC(=O)CCCC(=O)O

Technology Process of 4-(4-Styryl-phenylcarbamoyl)-butyric acid

There total 2 articles about 4-(4-Styryl-phenylcarbamoyl)-butyric 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: 41.0%

dmap (1122-58-3) + p-amino-trans-stilbene (4309-66-4) + 5,5'-oxybis(5-oxopentanoic acid) (53715-97-2) → 5-oxo-5-[[4-[(1E)-2-phenylethenyl]phenyl]amino]pentanoic acid (316173-40-7)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield: 41.0%

glutaric anhydride, (108-55-4) + p-amino-trans-stilbene (4309-66-4) → 5-oxo-5-[[4-[(1E)-2-phenylethenyl]phenyl]amino]pentanoic acid (316173-40-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jo001676f

Reference yield: 65.0%

5-oxo-5-[[4-[(1E)-2-phenylethenyl]phenyl]amino]pentanoic acid (316173-40-7) + 1,4-anhydro-2-deoxy-1-C-[4-(2-aminoethyl)phenyl]-β-D-erythro-pentitol 3,5-bis(4-methylbenzoate) → C48H48N2O7

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo001676f

upstream raw materials:

glutaric anhydride,

p-amino-trans-stilbene

dmap

5,5'-oxybis(5-oxopentanoic acid)

Downstream raw materials:

Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide