(±)-tert-butylmethylphosphine borane

Base Information

• Chemical Name: (±)-tert-butylmethylphosphine borane
• CAS No.: 263768-77-0
• Molecular Formula: C₅H₁₆BP
• Molecular Weight: 117.967
• Mol file: 263768-77-0.mol

Synonyms:

Chemical Property of (±)-tert-butylmethylphosphine borane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-tert-butylmethylphosphine borane

There total 2 articles about (±)-tert-butylmethylphosphine 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: 60.0%

(t-butyl)(methyl)(phenyl)phosphine-borane → (±)-tert-butylmethylphosphine borane (263768-77-0,263563-97-9,360787-11-7) + (t-butyl)[1-(cyclohexa-2,5-dienyl)](methyl)phosphine-borane (1202582-50-0)

Guidance literature:

(t-butyl)(methyl)(phenyl)phosphine-borane; With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.10.008

Reference yield:

(CH3)3CPI(CH3)BH3 (1003557-23-0) + phenylmagnesium bromide (100-58-3) → (S)-(tert-butyl)(methyl)phosphine-borane (263563-97-9,360787-11-7,263768-77-0) + (SP)-tert-butyl(methyl)(phenyl)phosphine borane

Guidance literature:

In diethyl ether; reagents were combined in Et2O at -78°C and allowed to warm to room temp.;

DOI:10.1002/anie.200702513

Reference yield: 99.0%

(-)-(R)-tert-butylmethylphosphine-borane (263563-97-9,263768-77-0,360787-11-7) + benzyl bromide (100-39-0) → (-)-(R)-benzyl(tert-butyl)methylphosphine-borane

Guidance literature:

(-)-(R)-tert-butylmethylphosphine-borane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.833333h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0035-1561854

upstream raw materials:

(CH₃)3CPI(CH₃)BH₃

phenylmagnesium bromide

Downstream raw materials:

(R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline

(S,S)-1,2-bis(tert-butylmethylphosphino)benzene

(Rp)-(2-bromophenyl)(tert-butyl)(methyl)phosphine-borane

C₁₁H₁₆BrP

Refernces

• 1、 Imamoto, Tsuneo,Saitoh, Youichi,Koide, Aya,Ogura, Tomokazu,Yoshida, Kazuhiro. "Synthesis and enantioselectivity of P-chiral phosphine ligands with alkynyl groups". . p. 8636 - 8639. Retrieved 2008/09/18.