(R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane

Base Information

• Chemical Name: (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane
• CAS No.: 281667-54-7
• Molecular Formula: C₁₃H₂₄BO₃PS
• Molecular Weight: 302.183
• Mol file: 281667-54-7.mol

Synonyms:(R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane

Chemical Property of (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane

There total 2 articles about (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane 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: 83.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-tert-butyl(hydroxymethyl)methylphosphine borane (281667-49-0,906454-41-9,906454-43-1) → (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane (281667-54-7)

Guidance literature:

With triethylamine; at 20 ℃; for 1h;

DOI:10.1021/jo9918201

Reference yield:

tert-butyldimethylphosphine borane complex (203000-43-5) → (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane (281667-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / (-)-sparteine/s-BuLi; O₂; (EtO)3P / diethyl ether; cyclohexane / 1 h / -78 °C

2: 83 percent / Et₃N / 1 h / 20 °C

With sec.-butyllithium; oxygen; triethylamine; (-)-sparteine; triethyl phosphite; In diethyl ether; cyclohexane; 1: Oxidation / 2: Tosylation;

DOI:10.1021/jo9918201

Reference yield: 97.0%

thiophenol (108-98-5) + (R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane (281667-54-7) → (R)-tert-butylmethyl(phenylthiomethyl)phosphine-borane

Guidance literature:

thiophenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(R)-tert-butylmethyl(p-toluenesulfonyloxymethyl)phosphine-borane; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1055/s-2001-18433

upstream raw materials:

p-toluenesulfonyl chloride

(R)-tert-butyl(hydroxymethyl)methylphosphine borane

tert-butyldimethylphosphine borane complex