4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate

Base Information

• Chemical Name: 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate
• CAS No.: 689277-81-4
• Molecular Formula: C₁₄H₂₁ClO₃SSi
• Molecular Weight: 332.923
• Mol file: 689277-81-4.mol

Synonyms:4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate

Chemical Property of 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate

There total 3 articles about 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate 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:

thiophosgene (463-71-8) + 4-tert-butyldimethylsilyloxy-3-methoxyphenol (402469-27-6) → 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate (689277-81-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1021/ol049878b

Reference yield:

O-tert-butyldimethylsilylvanillin (69404-94-0) → 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate (689277-81-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2 h / Heating

2: 4.06 g / K₂CO₃ / methanol / 0.17 h / 25 °C

3: DBU / CH₂Cl₂ / 0.33 h / 0 °C

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1021/ol049878b

Reference yield:

formic acid 4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl ester → 4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate (689277-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.06 g / K₂CO₃ / methanol / 0.17 h / 25 °C

2: DBU / CH₂Cl₂ / 0.33 h / 0 °C

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;

DOI:10.1021/ol049878b

upstream raw materials:

thiophosgene

4-tert-butyldimethylsilyloxy-3-methoxyphenol

O-tert-butyldimethylsilylvanillin

Downstream raw materials:

(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

(-)-(2S,5S)-thiocarbonic acid O-(2-{(tert-butyldimethylsilanyloxy)-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxyphenyl]methyl}but-3-enyl) ester O-[4''-(tert-butyldimethylsilanyloxy)-3''-methoxyphenyl] ester