3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid

Base Information

• Chemical Name: 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid
• CAS No.: 153910-64-6
• Molecular Formula: C₂₇H₃₃O₅P
• Molecular Weight: 468.53
• Mol file: 153910-64-6.mol

Synonyms:3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid

Chemical Property of 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid

There total 7 articles about 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic 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: 87.0%

dibenzyl (2-(4-((tert-butyldimethylsilyl)oxy)-2-methylbutan-2-yl)-3,5-dimethylphenyl) phosphate (153910-63-5) → 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid (153910-64-6)

Guidance literature:

With potassium fluoride; Jones reagent; In acetone; at 0 - 20 ℃; for 3h;

DOI:10.1002/chem.202000529

Reference yield:

tetrabutylammonium fluoride (TBAF) hydrate + dibenzyl (2-(4-((tert-butyldimethylsilyl)oxy)-2-methylbutan-2-yl)-3,5-dimethylphenyl) phosphate (153910-63-5) → 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid (153910-64-6)

Guidance literature:

With acetic acid; In tetrahydrofuran; ethyl acetate;

Reference yield:

4,4,5,7-tetramethyl-3,4-dihydrocoumarin (40662-14-4) → 3-(2-((bis(benzyloxy)phosphoryl)oxy)-4,6-dimethylphenyl)-3-methylbutanoic acid (153910-64-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran

2.1: dmap / tetrahydrofuran

3.1: 1H-tetrazole / dichloromethane; acetonitrile / 1.5 h / 0 - 20 °C / Inert atmosphere

3.2: 1.5 h / Inert atmosphere

4.1: potassium fluoride; Jones reagent / acetone / 3 h / 0 - 20 °C

With 1H-tetrazole; dmap; potassium fluoride; lithium aluminium tetrahydride; Jones reagent; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;

DOI:10.1002/chem.202000529

upstream raw materials:

dibenzyl (2-(4-((tert-butyldimethylsilyl)oxy)-2-methylbutan-2-yl)-3,5-dimethylphenyl) phosphate

Dibenzyl N,N-diisopropylphosphoramidite

4,4,5,7-tetramethyl-3,4-dihydrocoumarin

3,5-Dimethylphenol

Downstream raw materials:

3-[2'-(Dibenzylphosphono)oxy-4',6'-dimethylphenyl]-3,3-dimethylpropionaldehyde