(S)-pent-4-en-2-ylbenzene

Base Information

• Chemical Name: (S)-pent-4-en-2-ylbenzene
• CAS No.: 78330-53-7
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.232
• Mol file: 78330-53-7.mol

Synonyms:(S)-pent-4-en-2-ylbenzene

Chemical Property of (S)-pent-4-en-2-ylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-pent-4-en-2-ylbenzene

There total 10 articles about (S)-pent-4-en-2-ylbenzene 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: 98.0%

(S)-2-(2-phenylpent-4-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1201898-77-2) → (S)-pent-4-en-2-ylbenzene (78330-53-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In pentane; at 45 ℃; for 2h;

DOI:10.1021/ja1084207

Reference yield:

1-phenyl-1-trimethylsilyloxyethane (14856-75-8) + allyl-trimethyl-silane (762-72-1) → (R)-pent-4-en-2-ylbenzene (36617-91-1) + (S)-pent-4-en-2-ylbenzene (78330-53-7)

Guidance literature:

With chiral alkoxyimine Ti(IV); Title compound not separated from byproducts;

DOI:10.1002/anie.200352128

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Vinyl bromide (593-60-2,25951-54-6) + trimethylaluminum (75-24-1) → (S)-pent-4-en-2-ylbenzene (78330-53-7)

Guidance literature:

trimethylaluminum; With 2C₁₉H₂₆*Zr⁽²⁺⁾*2Cl^(1-); water; In dichloromethane; at -78 - 23 ℃; for 0.5h; Inert atmosphere;

styrene; In dichloromethane; at 0 ℃; for 20h; Inert atmosphere;

Vinyl bromide; enantioselective reaction; Further stages;

DOI:10.1002/anie.201503818

upstream raw materials:

allyl phenyl ether

1-phenylethylmagnesium chloride

styrene

trimethylaluminum

Downstream raw materials:

(2S,4S)-2-methyl-4-phenylpentan-1-ol

(2R,4S)-2-methyl-4-phenylpentan-1-ol

Refernces

• 1、 Holz, Julia,Pfeffer, Camilla,Zuo, Hualiang,Beierlein, Dennis,Richter, Gunther,Klemm, Elias,Peters, René. "In Situ Generated Gold Nanoparticles on Active Carbon as Reusable Highly Efficient Catalysts for a Csp3 ?Csp3 Stille Coupling". supporting information. p. 10330 - 10334. Retrieved 2019/06/27.
• 2、 Nave, Stefan,Sonawane, Ravindra P.,Elford, Tim G.,Aggarwal, Varinder K.. "Protodeboronation of tertiary boronic esters: Asymmetric synthesis of tertiary alkyl stereogenic centers". supporting information; experimental part. p. 17096 - 17098. Retrieved 2011/03/01.