4-Methoxycyclohexene-1-boronic Acid Pinacol Ester

Base Information

• Chemical Name: 4-Methoxycyclohexene-1-boronic Acid Pinacol Ester
• CAS No.: 1092938-92-5
• Molecular Formula: C13H25BO4
• Molecular Weight: 238.135
• Mol file: 1092938-92-5.mol

Synonyms:4-Methoxycyclohexene-1-boronic Acid Pinacol Ester;2-(4-Methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(4-methoxycyclohex-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(4-Methoxy-1-cyclohexenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 4-Methoxycyclohexene-1-boronic Acid Pinacol Ester

Chemical Property:

• Boiling Point: 263.1±50.0 °C(Predicted)
• PSA: 27.69000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 2.74310
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

4-Methoxycyclohexene-1-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Methoxycyclohexene-1-boronic acid pinacol ester is used in the synthetic preparation of pyrazine compounds as phosphodiesterase 10 inhibitors. These inhibitors are useful in the treatment of various disorders and or diseases such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder and obsessive-compulsive disorder.

Technology Process of 4-Methoxycyclohexene-1-boronic Acid Pinacol Ester

There total 3 articles about 4-Methoxycyclohexene-1-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:

4-methoxycyclohex-1-en-1-yl trifluoromethanesulfonate (1092938-89-0) + bis(pinacol)diborane (73183-34-3) → 2-(4-methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1092938-92-5)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 12h; Inert atmosphere;

Reference yield:

4-methoxycyclohexanone (13482-23-0) + bis(pinacol)diborane (73183-34-3) → 2-(4-methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1092938-92-5)

Guidance literature:

4-methoxycyclohexanone; With N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃;

bis(pinacol)diborane; With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; In 1,4-dioxane; at 80 ℃; for 20h; Inert atmosphere;

Reference yield:

→ 2-(4-methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1092938-92-5)

Guidance literature:

upstream raw materials:

4-methoxycyclohex-1-en-1-yl trifluoromethanesulfonate

bis(pinacol)diborane

4-methoxycyclohexanone

Downstream raw materials:

1H-benzimidazol-2-yl(4-((3-(4-methoxy-1-cyclohexen-1-yl)-2-pyrazinyl)oxy)phenyl)methanone

ethyl 1-{6-[4'-(4-methoxycyclohex-1-en-1-yl)-4-methylbiphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

ethyl 1-{6-[4'-(trans-4-methoxycyclohexyl)-4-methylbiphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

ethyl 1-{6-[4'-(cis-4-methoxycyclohexyl)-4-methylbiphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Refernces

• 1、 -. "SUBSTITUTED FUROPYRIMIDINES AND USE THEREOF". Page/Page column 27-28. . Retrieved 2011/07/29.