3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone

Base Information

• Chemical Name: 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone
• CAS No.: 1187055-81-7
• Molecular Formula: C12H19BO3
• Molecular Weight: 222.092
• Hs Code.: 2934999090
• Mol file: 1187055-81-7.mol

Synonyms:3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone;2-Cyclohexene-1-one-3-boronic acid pinacol ester;3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-enone;3-(tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one;3-(4,4,5,5-TETRAMETHYL-1,3-DIOXOLAN-2-YL)-

Chemical Property of 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone

Chemical Property:

• Boiling Point: 258.5±50.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 2.29720
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone is used in the preparation of β-secretase inhibitors.

Technology Process of 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone

There total 5 articles about 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-cyclohex-2-enone 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: 100.0%

3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one (109459-28-1) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-81-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; Concentration; Temperature; Inert atmosphere;

Reference yield: 78.0%

3-oxocyclohex-1-en-1-yl 4-methylbenzenesulfonate (77708-66-8) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-81-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos; In 1,4-dioxane; at 80 ℃; for 10h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5ob00917k

Reference yield: 52.0%

→ 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (1187055-81-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; for 10h; Inert atmosphere;

upstream raw materials:

3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one

bis(pinacol)diborane

1,3-cylohexanedione

3-oxocyclohex-1-en-1-yl 4-methylbenzenesulfonate

Downstream raw materials:

3-(3-nitropyridin-4-yl)cyclohex-2-en-1-one

3-(4-phenylpyridin-2-yl)cyclohex-2-en-1-one

3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

3-amino-N-[4-((3S)-3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide