(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 935662-21-8
• Molecular Formula: C₂₂H₂₉BO₂
• Molecular Weight: 336.282
• Mol file: 935662-21-8.mol

Synonyms:(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 7 articles about (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 13.0%

4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane (165904-22-3) + (-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide (116386-53-9) → (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (935662-21-8) + (Z)-1,4-diphenylbut-2-ene (1142-21-8) + (E)-1,4-diphenylbut-2-ene (1142-22-9) + 2-phenylethyl chloride (622-24-2)

Guidance literature:

With tert.-butyl lithium; In toluene; pentane; at -78 - 20 ℃; for 15h; Title compound not separated from byproducts.;

DOI:10.1021/ja068808s

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (935662-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 12 h / 100 °C

2: 2.30 g / tetrahydrofuran / 19 h / Heating

3: t-BuLi / toluene; pentane / 15 h / -78 - 20 °C

With tert.-butyl lithium; In tetrahydrofuran; toluene; pentane;

DOI:10.1021/ja068808s

Reference yield:

2-(2-phenylethyl)benzo-1,3,2-dioxaborole (156575-59-6) → (S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (935662-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.30 g / tetrahydrofuran / 19 h / Heating

2: t-BuLi / toluene; pentane / 15 h / -78 - 20 °C

With tert.-butyl lithium; In tetrahydrofuran; toluene; pentane;

DOI:10.1021/ja068808s

upstream raw materials:

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

(-)-(R_S,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide

styrene

2-(2-phenylethyl)benzo-1,3,2-dioxaborole

Downstream raw materials:

(S)-2-(2-benzyl-4-phenyl-1-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane