4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate

Base Information

• Chemical Name: 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate
• CAS No.: 1426579-79-4
• Molecular Formula: C₂₁H₂₁BCl₃IO₇S
• Molecular Weight: 661.534
• Mol file: 1426579-79-4.mol

Synonyms:

Chemical Property of 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate

There total 8 articles about 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate 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:

4-formyl-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate (1426673-14-4) + ethylene glycol (107-21-1) → 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate (1426579-79-4)

Guidance literature:

With chloro-trimethyl-silane; In dichloromethane; at 0 - 20 ℃; for 9h; Inert atmosphere;

DOI:10.1021/jo302802b

Reference yield:

methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(((2,4,5-trichlorophenyl)sulfonyl)oxy)benzoate (1426673-13-3) → 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate (1426579-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere

2: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / Inert atmosphere

With chloro-trimethyl-silane; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1021/jo302802b

Reference yield:

methyl 4-hydroxy-3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1245635-29-3) → 4-(1,3-dioxolan-2-yl)-2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate (1426579-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere

3: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / Inert atmosphere

With chloro-trimethyl-silane; diisobutylaluminium hydride; triethylamine; In dichloromethane;

DOI:10.1021/jo302802b

upstream raw materials:

methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(((2,4,5-trichlorophenyl)sulfonyl)oxy)benzoate

methyl 4-hydroxy-3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

methyl 4-hydroxylbenzoate

methyl 4-hydroxy-3,5-diiodobenzoate

Downstream raw materials:

1-methyl-1H-benzo[d][1,2,3]triazole-5-carbaldehyde

(4-chlorophenyl)(1-methyl-1H-1,2,3-benzotriazol-5-yl)methanol

5-((4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl)-1-methyl-1H-benzo[d]triazole