2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone

Base Information

• Chemical Name: 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone
• CAS No.: 171009-40-8
• Molecular Formula: C₅₀H₄₀O₈
• Molecular Weight: 768.863
• Mol file: 171009-40-8.mol

Synonyms:2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone

Chemical Property of 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone

There total 21 articles about 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone 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: 42.0%

3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester (437614-06-7) → 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone (171009-40-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 36h;

DOI:10.1016/S0040-4020(02)00096-0

Reference yield: 42.0%

benzyl bromide (100-39-0) + 3,3',5'-Trihydroxy-2,4'-carbonylbis (74944-82-4) → 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone (171009-40-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

Reference yield:

2,3-Dihydroxybenzoic acid (303-38-8) → 2-benzyloxy-6-benzyloxycarbonylphenyl 2,6-dibenzyloxy-4-benzyloxycarbonylphenyl ketone (171009-40-8)

Guidance literature:

Multi-step reaction with 12 steps

1.1: K₂CO₃ / dimethylformamide

2.1: LiOH; H₂O / tetrahydrofuran

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

4.1: 100 percent / Et₃N / CH₂Cl₂ / 6.5 h

5.1: 86 percent / Ph₃P; C₂Cl₆; Et₃N / acetonitrile / 0.75 h

6.1: 100 percent / tetrahydrofuran / 18.5 h / 25 °C

7.1: 39 mg / aq. NaOH / methanol / 96 h / Heating

8.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

9.1: 462 mg / Et₃N / CH₂Cl₂ / 17 h

10.1: (Ph₃P)2PdCl₂; NaOAc / acetonitrile; dimethylformamide / 43 h / 85 °C

10.2: 83 percent / KOH / acetonitrile / 16.5 h

11.1: 42 percent / NaIO₄; RuCl₃*xH₂O / acetonitrile; CCl₄; H₂O / 36 h / 20 °C

With ruthenium trichloride; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; sodium hydroxide; sodium periodate; oxalyl dichloride; hexachloroethane; water; sodium acetate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(02)00096-0

upstream raw materials:

benzyl bromide

3,3',5'-Trihydroxy-2,4'-carbonylbis

3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

2,3-Dihydroxybenzoic acid

Downstream raw materials:

4-(6-Benzyloxy-2-(benzyloxycarbonyl)benzoyl)-3,5-dibenzyloxybenzoic Acid