{2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester

Base Information

• Chemical Name: {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester
• CAS No.: 857468-71-4
• Molecular Formula: C₃₁H₄₁O₇PSi
• Molecular Weight: 584.722
• Mol file: 857468-71-4.mol

Synonyms:{2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester

Chemical Property of {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester

There total 4 articles about {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl 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: 75.0%

2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester (857468-68-9) + dimethyl methane phosphonate (756-79-6) → {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester (857468-71-4)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

2-iodo-3,5-bis(phenylmethoxy)benzenemethanol (934243-80-8) → {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester (857468-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

2.1: 82 percent / PPh₃; K₂CO₃; Et₃N / PdCl₂ / 18 h / 60 °C / 4137.18 Torr

3.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 75 percent / tetrahydrofuran / 2 h / -78 - 20 °C

With dmap; n-butyllithium; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

(3,5-bis-benzyloxy-2-iodo-benzyloxy)-tert-butyl-dimethyl-silane (857468-65-6) → {2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester (857468-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 82 percent / PPh₃; K₂CO₃; Et₃N / PdCl₂ / 18 h / 60 °C / 4137.18 Torr

2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 2 h / -78 - 20 °C

With n-butyllithium; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.04.073

upstream raw materials:

2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester

dimethyl methane phosphonate

2-iodo-3,5-bis(phenylmethoxy)benzenemethanol

(3,5-bis-benzyloxy-2-iodo-benzyloxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

(4R,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-4,5-dihydroxy-hex-2-en-1-one