3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester

Base Information

• Chemical Name: 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester
• CAS No.: 158585-11-6
• Molecular Formula: C₄₃H₃₄O₇
• Molecular Weight: 662.739
• Mol file: 158585-11-6.mol

Synonyms:3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester

Chemical Property of 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester

There total 16 articles about 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester 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: 70.0%

3-Benzyloxy-2-(2,6-bis-benzyloxy-4-hydroxymethyl-benzoyl)-benzoic acid benzyl ester (171564-64-0) → 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester (158585-11-6)

Guidance literature:

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1021/ja00097a072

Reference yield:

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester (158585-11-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 96 percent / K₂CO₃ / dimethylformamide / 4 h / 25 °C

2: 100 percent / DIBALH / CH₂Cl₂; toluene / 1 h / 0 °C

3: 82 percent / imidazole / dimethylformamide / 1 h / 25 °C

4: 60 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 to 25 deg C, 30 min

5: 93 percent / Ph₃P, DEAD / tetrahydrofuran / 0.67 h / 25 °C

6: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7: 75 percent / 4-methylmorpholine N-oxide, 3 Angstroem molecular sieves, tetrapropylammonium perruthenate(VII) / acetonitrile / 0.5 h / 25 °C

8: 98 percent / 2-methyl-2-butene, aq. NaH₂PO₄, 80percent NaClO₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 8 h / 25 °C

9: 98 percent / K₂CO₃ / dimethylformamide / 1 h / 25 °C

10: 95 percent / TBAF / tetrahydrofuran / 0.17 h / 25 °C

11: 70 percent / 4-methylmorpholine N-oxide, 3 Angstroem molecular sieves, tetrapropylammonium perruthenate(VII) / acetonitrile / 0.5 h / 25 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 3 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2) → 3-Benzyloxy-2-(2,6-bis-benzyloxy-4-formyl-benzoyl)-benzoic acid benzyl ester (158585-11-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 100 percent / DIBALH / CH₂Cl₂; toluene / 1 h / 0 °C

2: 82 percent / imidazole / dimethylformamide / 1 h / 25 °C

3: 60 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 to 25 deg C, 30 min

4: 93 percent / Ph₃P, DEAD / tetrahydrofuran / 0.67 h / 25 °C

5: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6: 75 percent / 4-methylmorpholine N-oxide, 3 Angstroem molecular sieves, tetrapropylammonium perruthenate(VII) / acetonitrile / 0.5 h / 25 °C

7: 98 percent / 2-methyl-2-butene, aq. NaH₂PO₄, 80percent NaClO₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 8 h / 25 °C

8: 98 percent / K₂CO₃ / dimethylformamide / 1 h / 25 °C

9: 95 percent / TBAF / tetrahydrofuran / 0.17 h / 25 °C

10: 70 percent / 4-methylmorpholine N-oxide, 3 Angstroem molecular sieves, tetrapropylammonium perruthenate(VII) / acetonitrile / 0.5 h / 25 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 3 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

upstream raw materials:

3-Benzyloxy-2-(2,6-bis-benzyloxy-4-hydroxymethyl-benzoyl)-benzoic acid benzyl ester

benzyl bromide

2-(2,6-Dimethoxy-4-methyl-benzoyl)-3-methoxy-benzoic acid methyl ester

2-(4-Bromomethyl-2,6-dimethoxy-benzoyl)-3-methoxy-benzoic acid methyl ester

Downstream raw materials:

3,5-Bis-benzyloxy-4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoic acid methyl ester

(3R,4R)-3-Benzoylamino-4-[3,5-bis-benzyloxy-4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoyloxy]-azepane-1-carboxylic acid benzyl ester

(3R,4R)-3-(4-Benzyloxy-benzoylamino)-4-[3,5-bis-benzyloxy-4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoyloxy]-azepane-1-carboxylic acid benzyl ester

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