5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol ester

Base Information

• Chemical Name: 5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol ester
• CAS No.: 1187055-94-2
• Molecular Formula: C13H23BO4
• Molecular Weight: 236.119
• Mol file: 1187055-94-2.mol

Synonyms:5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol ester;5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-on;5- methyl -2-, -1-,, methyl ketone, -3-, boric acid ester

Chemical Property of 5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol ester

Chemical Property:

• PSA: 35.53000
• LogP: 2.54320

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one is a reactant used in the preparation of kinase inhibitors.

Technology Process of 5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol ester

There total 4 articles about 5-Methyl-2-cyclohexene-1-one-3-boronic acid pinacol 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:

5-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1187055-93-1) + bis(pinacol)diborane (73183-34-3) → 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-94-2)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 10h;

Reference yield:

5-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1187055-93-1) → 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-94-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; BPD; potassium acetate; In 1,4-dioxane; at 80 ℃; for 15h; Inert atmosphere;

Reference yield:

5-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1187055-93-1) + bis(pinacolato)diboron → 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-94-2)

Guidance literature:

With potassium acetate; In 1,4-dioxane;

upstream raw materials:

5-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate

bis(pinacol)diborane

5-methylcyclohexan-1,3-dione

Downstream raw materials:

(±)-5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enone

tert-butyl ((1S,5S)-5-(3-aminopyridin-4-yl)-3-methylcyclohex-2-en-1-yl)carbamate

tert-butyl ((1R,5R)-5-(3-aminopyridin-4-yl)-3-methylcyclohex-2-en-1-yl)carbamate

4-tert-butyl [(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl]carbamate

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