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

Base Information

Chemical Name:methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate
CAS No.:1245635-30-6
Molecular Formula:C₁₅H₁₇BF₃IO₇S
Molecular Weight:536.072
Hs Code.:

Synonyms:methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

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Chemical Property of methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

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Technology Process of methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

There total 6 articles about methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 1245635-29-3
methyl 4-hydroxy-3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

: 1245635-30-6
methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 7h; Inert atmosphere;
DOI:10.1002/anie.201002191

Reference yield:

: 3337-66-4
methyl 4-hydroxy-3,5-diiodobenzoate

: 1245635-30-6
methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: sodium iodide; chloro-trimethyl-silane / acetonitrile / 0 - 20 °C

4.1: dichloromethane / 20 °C

5.1: pyridine / dichloromethane / 7 h / 0 °C / Inert atmosphere

With pyridine; chloro-trimethyl-silane; isopropylmagnesium chloride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2013.03.016

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 1245635-30-6
methyl 3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethylsulfonyloxy)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium percarbonate; potassium iodide; acetic acid / water / 2.5 h

2.1: triethylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: sodium iodide; chloro-trimethyl-silane / acetonitrile / 0 - 20 °C

5.1: dichloromethane / 20 °C

6.1: pyridine / dichloromethane / 7 h / 0 °C / Inert atmosphere

With pyridine; sodium percarbonate; chloro-trimethyl-silane; isopropylmagnesium chloride; acetic acid; triethylamine; potassium iodide; sodium iodide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2013.03.016