Tetrahydropyran-4-boronic acid pinacol ester

Base Information

• Chemical Name: Tetrahydropyran-4-boronic acid pinacol ester
• CAS No.: 1131912-76-9
• Molecular Formula: C11H23BO4
• Molecular Weight: 212.097
• Hs Code.: 2934999090
• Mol file: 1131912-76-9.mol

Synonyms:Tetrahydropyran-4-boronic acid pinacol ester;2H-Pyran, tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;4,4,5,5-Tetramethyl-2-(tetrahydro-2H-pyran-4-yl)-1,3,2-dioxaborolane;4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-tetrahydropyran;4,4,5,5-TetraMethyl-2-(tetrahydro-2H-pyran-3-yl)-1,3,2-dioxaborolane;Tetrahydro-2H-pyran-3-boronic acid pinacol ester

Chemical Property of Tetrahydropyran-4-boronic acid pinacol ester

Chemical Property:

• Boiling Point: 251.8±33.0 °C(Predicted)
• PSA: 27.69000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 2.25920
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Tetrahydropyran-4-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tetrahydropyran-4-boronic acid pinacol ester

There total 23 articles about Tetrahydropyran-4-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: 79.0%

4-bromotetrahydro-2H-pyran (25637-16-5) + 2,3-dimethyl-2,3-butane diol (76-09-5) + benzo[1,3,2]dioxaborole (274-07-7) → 4,4,5,5-tetramethyl-2-(tetrahydro-2H-pyran-4-yl)-1,3,2-dioxaborolane (1131912-76-9)

Guidance literature:

benzo[1,3,2]dioxaborole; With bis(cyclopentadienyl)titanium dichloride; potassium carbonate; In tert-butyl methyl ether; for 0.5h;

4-bromotetrahydro-2H-pyran; In tert-butyl methyl ether; at 80 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; With triethylamine; In tert-butyl methyl ether; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 72.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2,2'-bis(1,3,2-benzodioxaborole) (13826-27-2) + 2,4,6-triphenyl-1-(tetrahydro-2H-pyran-4-yl)pyridin-1-ium tetrafluoroborate → 4,4,5,5-tetramethyl-2-(tetrahydro-2H-pyran-4-yl)-1,3,2-dioxaborolane (1131912-76-9)

Guidance literature:

2,2'-bis(1,3,2-benzodioxaborole); 2,4,6-triphenyl-1-(tetrahydro-2H-pyran-4-yl)pyridin-1-ium tetrafluoroborate; In N,N-dimethyl acetamide; for 6h; Schlenk technique; Inert atmosphere; Irradiation;

2,3-dimethyl-2,3-butane diol; With triethylamine; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201804246

Reference yield: 71.0%

(Z)-4-methoxy-N-((tetrahydro-2H-pyran-4-carbonyl)oxy)benzimidoyl chloride + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(tetrahydro-2H-pyran-4-yl)-1,3,2-dioxaborolane (1131912-76-9)

Guidance literature:

(Z)-4-methoxy-N-((tetrahydro-2H-pyran-4-carbonyl)oxy)benzimidoyl chloride; bis(pinacol)diborane; With N,N,N,N,N,N-hexamethylphosphoric triamide; Ir[dF(p-t-Bu)]ppy₃; In ethyl acetate; at 25 ℃; for 14h; Inert atmosphere; Irradiation;

With 2,3-dimethyl-2,3-butane diol; triethylamine; In ethyl acetate; for 1h; Inert atmosphere;

DOI:10.1002/anie.202008138

upstream raw materials:

4-bromotetrahydro-2H-pyran

bis(pinacol)diborane

TETRAHYDROPYRANE

tetrahydro-2H-pyran-4-carboxylic acid

Downstream raw materials:

4-[4-(3-nitrophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridine

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