2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate

Base Information

• Chemical Name: 2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate
• CAS No.: 1416656-14-8
• Molecular Formula: C₂₀H₂₈BO₃PS
• Molecular Weight: 390.291
• Mol file: 1416656-14-8.mol

Synonyms:2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate

Chemical Property of 2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate

There total 8 articles about 2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate 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: 34.0%

2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethan-1-ol (1416656-12-6) + p-toluenesulfonyl chloride (98-59-9) → 2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethyl 4-methylbenzene-1-sulfinate (1416656-14-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol303253h

Reference yield:

C13H22BOP (1416656-12-6) + p-toluenesulfonyl chloride (98-59-9) → (S)-methyl(3-methylbut-3-en-1-yl)phenylphosphine borane (1416656-14-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol303253h

Reference yield:

dimethylphenylphosphine borane (35512-87-9) → (S)-methyl(3-methylbut-3-en-1-yl)phenylphosphine borane (1416656-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sparteine; (2-methylpropyl)lithium / diethyl ether; hexane / 2 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: (2-methylpropyl)lithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

2.2: 16 h / -78 - 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With pyridine; (2-methylpropyl)lithium; sparteine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

DOI:10.1021/ol303253h

upstream raw materials:

2-boranyl(3-methylbut-3-en-1-yl)(phenylphosphaniumyl)ethan-1-ol

p-toluenesulfonyl chloride

Dichlorophenylphosphine

dimethylphenylphosphine borane

Downstream raw materials:

ethenyl(3-methylbut-3-en-1-yl)phenylphosphine borane

(R)-ethenyl(3-methylbut-3-en-1-yl)phenylphosphine borane

(R)-4-methyl-1-phenyl-2,3-dihydro-1H-phosphol-1-ane borane