N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide

Base Information

• Chemical Name: N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide
• CAS No.: 1644499-93-3
• Molecular Formula: C₁₄H₂₂BNO₃S
• Molecular Weight: 295.211
• Mol file: 1644499-93-3.mol

Synonyms:

Chemical Property of N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Dimethyl-oxo-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]imino-lambda6-sulfane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide

There total 4 articles about N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide 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:

N-(4-bromophenyl)-S,S-dimethylsulfoximine (56158-10-2) → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide (1644499-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; XPhos; potassium acetate / ethanol / 18 h / 80 °C / Schlenk technique; Inert atmosphere; Sealed tube

2: dichloromethane / 24 h / 20 °C / Schlenk technique

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; XPhos; In ethanol; dichloromethane; 1: |Miyaura Borylation Reaction;

DOI:10.1002/adsc.201701394

Reference yield:

4-Bromophenylboronic acid (5467-74-3) → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide (1644499-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: copper diacetate / methanol / 24 h / 20 °C / Schlenk technique

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; XPhos; potassium acetate / ethanol / 18 h / 80 °C / Schlenk technique; Inert atmosphere; Sealed tube

3: dichloromethane / 24 h / 20 °C / Schlenk technique

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; copper diacetate; XPhos; In methanol; ethanol; dichloromethane; 2: |Miyaura Borylation Reaction;

DOI:10.1002/adsc.201701394

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + C8H12BNO3S → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-S,S-dimethylsulfoximide (1644499-93-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h; Schlenk technique;

DOI:10.1002/adsc.201701394

upstream raw materials:

N-(4-bromophenyl)-S,S-dimethylsulfoximine

4-Bromophenylboronic acid

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