5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole

Base Information

• Chemical Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole
• CAS No.: 1186127-11-6
• Molecular Formula: C₁₈H₃₄BNO₃Si
• Molecular Weight: 351.369
• Mol file: 1186127-11-6.mol

Synonyms:5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole

Chemical Property of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole

Chemical Property:

• Melting Point: <50 °C
• Boiling Point: 383.6±34.0 °C(Predicted)
• Density: 0.96±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)oxazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole

There total 1 articles about 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole 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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole (1186127-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -30 °C / Inert atmosphere

1.2: -30 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran; hexane / 0.5 h / -30 °C / Inert atmosphere

2.2: 3 h / -30 - 20 °C / Inert atmosphere

2.3: 2 h / 20 °C / pH 5 / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ol503348n

Reference yield: 90.0%

3-methoxy-1-iodobenzene (766-85-8) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole (1186127-11-6) → 5-(3-methoxyphenyl)-1,3-oxazole (848608-55-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.023

Reference yield: 79.0%

para-iodoanisole (696-62-8) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole (1186127-11-6) → 5-(4-methoxyphenyl)-1,3-oxazole (1011-51-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.023

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

2-(1,3-oxazol-5-yl)pyridine

3-(oxazol-5-yl)pyridine

6-bromo-1,4-dimethyl-9-H-carbazole

1,4-dimethyl-6-(oxazol-5-yl)-9H-carbazole

Refernces

• 1、 -. "SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY". . . Retrieved 2016/02/20.
• 2、 -. "SUBSTITUTED DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY". . . Retrieved 2016/04/04.