(7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane
• CAS No.: 886437-84-9
• Molecular Formula: C₂₄H₂₅BrO₃Si
• Molecular Weight: 469.45
• Mol file: 886437-84-9.mol

Synonyms:(7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane

Chemical Property of (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane

There total 4 articles about (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane 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: 89.0%

7-bromo-4-methylbenzo[d][1,3]dioxol-5-ol (351379-53-8) + tert-butylchlorodiphenylsilane (58479-61-1) → (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane (886437-84-9)

Guidance literature:

With dmap; triethylamine; at 25 ℃; for 12h;

DOI:10.1002/anie.200503983

Reference yield:

3,4-dihydroxy-2-methylbenzaldehyde (88122-12-7) → (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane (886437-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Br₂; NaOAc; AcOH / 12 h / 0 - 25 °C

2.1: Cs₂CO₃ / dimethylformamide / 12 h / 105 °C

3.1: m-chloroperbenzoic acid / 3 h / 25 - 64 °C

3.2: 78 percent / HCl / 12 h / 0 - 25 °C

4.1: 89 percent / triethylamine; 4-(dimethylamino)pyridine / 12 h / 25 °C

With dmap; bromine; sodium acetate; caesium carbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide;

DOI:10.1002/anie.200503983

Reference yield:

5-bromo-3,4-dihydroxy-2-methylbenzaldehyde (351379-48-1) → (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane (886437-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Cs₂CO₃ / dimethylformamide / 12 h / 105 °C

2.1: m-chloroperbenzoic acid / 3 h / 25 - 64 °C

2.2: 78 percent / HCl / 12 h / 0 - 25 °C

3.1: 89 percent / triethylamine; 4-(dimethylamino)pyridine / 12 h / 25 °C

With dmap; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide;

DOI:10.1002/anie.200503983

upstream raw materials:

7-bromo-4-methylbenzo[d][1,3]dioxol-5-ol

tert-butylchlorodiphenylsilane

7-bromo-4-methylbenzo[d][1,3]dioxole-5-carbaldehyde

3,4-dihydroxy-2-methylbenzaldehyde

Downstream raw materials:

{2-(5-allyloxy-9-benzyloxymethyl-6-hydroxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-oxo-ethyl}-methyl-carbamic acid tert-butyl ester

C₄₇H₅₁Cl₃N₂O₉Si

C₄₃H₄₃Cl₃N₂O₁₁

C₄₃H₄₁Cl₃N₂O₁₁