3,6-Dihydro-2H-thiopyran-4-ylboronic acid pinacol ester

Base Information

• Chemical Name: 3,6-Dihydro-2H-thiopyran-4-ylboronic acid pinacol ester
• CAS No.: 862129-81-5
• Molecular Formula: C11H19 B O2 S
• Molecular Weight: 226.148
• Hs Code.: 2934999090
• Mol file: 862129-81-5.mol

Synonyms:2-(3,6-Dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Chemical Property of 3,6-Dihydro-2H-thiopyran-4-ylboronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 0.0062mmHg at 25°C
• Refractive Index: 1.484
• Boiling Point: 281.1°C at 760 mmHg
• Flash Point: 123.8°C
• PSA: 43.76000
• Density: 1.02g/cm³
• LogP: 2.68110
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

3,6-Dihydro-2h-thiopyran-4-ylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,6-Dihydro-2H-thiopyran-4-ylboronic acid pinacol ester

There total 5 articles about 3,6-Dihydro-2H-thiopyran-4-ylboronic 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: 100.0%

3,6-dihydro-2H-thiopyran-4-enol trifluoromethanesulfonate (181180-42-7) + bis(pinacol)diborane (73183-34-3) → 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (862129-81-5)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 70 ℃; for 12h;

Reference yield: 80.0%

C6H7F3O2S2 + bis(pinacol)diborane (73183-34-3) → 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (862129-81-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 2h; Glovebox; Inert atmosphere;

DOI:10.1002/anie.201609636

Reference yield: 64.0%

Trimethyl borate (121-43-7,63156-11-6) + 3,6-dihydro-2H-thiopyran-4-bromide + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (862129-81-5)

Guidance literature:

With hydrogenchloride; magnesium; methyl iodide; In tetrahydrofuran; water; ethyl acetate; at 20 ℃; pH=3-4; Reflux;

upstream raw materials:

3,6-dihydro-2H-thiopyran-4-enol trifluoromethanesulfonate

bis(pinacol)diborane

Tetrahydrothiopyran-4-one

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine