(S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide

Base Information

• Chemical Name: (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide
• CAS No.: 1273587-65-7
• Molecular Formula: C₂₂H₂₁BrNOP
• Molecular Weight: 426.293
• Mol file: 1273587-65-7.mol

Synonyms:(S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide

Chemical Property of (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide

There total 2 articles about (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide 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: 92.0%

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) + N-(p-bromobenzylidene)diphenylphosphinamide → (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide (1273587-65-7)

Guidance literature:

With BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; methanol; at -50 ℃; for 6h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja200311n

Reference yield:

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) + (E)-N-(4-bromobenzylidene)-P,P-diphenylphosphinic amide (98837-44-6) → (S)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide (1273587-65-7) + (R)-N-(1-(4-bromophenyl)but-3-en-1-yl)-P,P-diphenylphosphinic amide (1424357-08-3)

Guidance literature:

With methanol; (S)-N-(3-(tert-butyl)-2-hydroxybenzyl)-1-(dimethylamino)-3-methyl-1-oxobutan-2-aminium; sodium t-butanolate; In toluene; at 22 ℃; for 6h; Overall yield = 91 %; Inert atmosphere;

upstream raw materials:

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(E)-N-(4-bromobenzylidene)-P,P-diphenylphosphinic amide

Refernces

• 1、 Vieira, Erika M.,Snapper, Marc L.,Hoveyda, Amir H.. "Enantioselective synthesis of homoallylic amines through reactions of (pinacolato)allylborons with aryl-, heteroaryl-, alkyl-, or alkene-substituted aldimines catalyzed by chiral C 1-symmetric NHC-Cu complexes". supporting information; experimental part. p. 3332 - 3335. Retrieved 2011/05/04.