(E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic Acid

Base Information

• Chemical Name: (E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic Acid
• CAS No.: 150258-61-0
• Molecular Formula: C36H30O5
• Molecular Weight: 542.631
• DSSTox Substance ID: DTXSID50440230
• Wikidata: Q82256488
• Mol file: 150258-61-0.mol

Synonyms:150258-61-0;(E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic Acid;5-[(E)-2-[2,5-bis(phenylmethoxy)phenyl]ethenyl]-2-phenylmethoxybenzoic acid;DTXSID50440230;ZWCDVZXJPYEJDC-FBMGVBCBSA-N

Chemical Property of (E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic Acid

Chemical Property:

• PSA: 64.99000
• LogP: 8.29220
• Solubility.: Chloroform, Methanol, THF
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 542.20932405
• Heavy Atom Count: 41
• Complexity: 779

Purity/Quality:

98% ^*data from raw suppliers

(E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=C(C=C2)OCC3=CC=CC=C3)C=CC4=CC(=C(C=C4)OCC5=CC=CC=C5)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC(=C(C=C2)OCC3=CC=CC=C3)/C=C/C4=CC(=C(C=C4)OCC5=CC=CC=C5)C(=O)O

Technology Process of (E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic Acid

There total 6 articles about (E)-5-[2-(Beznyloxy)2-[2,5-bis(benzyloxy)phenyl]ethenyl]-benzoic 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:

2-Benzyloxy-5-[(E)-2-(2,5-bis-benzyloxy-phenyl)-vinyl]-benzoic acid benzyl ester → trans-1-(3'-carboxy-4'-(benzyloxy)phenyl)-2-(2'',5''-bis(benzyloxy)phenyl)ethene (150258-61-0)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 1h; Yield given;

DOI:10.1021/jm00072a022

Reference yield:

2-hydroxy-5-formylbenzoic acid (616-76-2) → trans-1-(3'-carboxy-4'-(benzyloxy)phenyl)-2-(2'',5''-bis(benzyloxy)phenyl)ethene (150258-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃ / dimethylformamide / 16 h / 110 °C

2: potassium tert-butoxide / dimethylformamide / 4.5 h / Ambient temperature

3: 10 N NaOH / dimethylformamide / 1 h

With sodium hydroxide; potassium tert-butylate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm00072a022

Reference yield:

dimethyl <<2,5-bis(benzyloxy)phenyl>methyl>phosphonate (135203-64-4) → trans-1-(3'-carboxy-4'-(benzyloxy)phenyl)-2-(2'',5''-bis(benzyloxy)phenyl)ethene (150258-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butoxide / dimethylformamide / 4.5 h / Ambient temperature

2: 10 N NaOH / dimethylformamide / 1 h

With sodium hydroxide; potassium tert-butylate; In N,N-dimethyl-formamide;

DOI:10.1021/jm00072a022

upstream raw materials:

2-hydroxy-5-formylbenzoic acid

dimethyl <<2,5-bis(benzyloxy)phenyl>methyl>phosphonate

2,5-bisbenzyloxybenzyl chloride

benzyl 5-formyl-2-(benzyloxy)benzoate

Refernces

• 1、 Smyth, Mark S.,Stefanova, Irena,Hartmann, Frank,Horak, Ivan D.,Osherov, Nir,et al.. "Non-Amine Based Analogues of Lavendustin A as Protein-Tyrosine Kinase Inhibitors". . p. 3010 - 3014. Retrieved 2007/10/02.