4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane
• CAS No.: 1429767-28-1
• Molecular Formula: C₁₆H₂₃BO₂
• Molecular Weight: 258.168
• Mol file: 1429767-28-1.mol

Synonyms:4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane

There total 2 articles about 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-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:

2-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-yl)sulfonyl)pyridine (1429767-01-0) + phenylmagnesium bromide (100-58-3) → (Z)-4,4,5,5-tetramethyl-2-(1-phenylbut-2-en-2-yl)-1,3,2-dioxaborolane (1429767-13-4) + 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane (1429767-28-1)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.666667h; Overall yield = 79 %; Overall yield = 26.3 mg; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol4007663

Reference yield:

1-methyl-1-phenylallene (22433-39-2) + benzonitrile (100-47-0) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane (1429767-28-1) + C23H28BNO2 + C23H28BNO2

Guidance literature:

With (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; mesitylcopper(I); isopropyl alcohol; In tetrahydrofuran; at 22 ℃; for 16h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1021/jacs.0c08732

Reference yield:

4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane (1429767-28-1) → (S)-2-Phenylpropionic acid (7782-24-3)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 22 ℃; for 8h; pH=7; Inert atmosphere;

DOI:10.1021/ol5022417

upstream raw materials:

2-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-yl)sulfonyl)pyridine

phenylmagnesium bromide

1-methyl-1-phenylallene

benzonitrile

Downstream raw materials:

(S)-2-phenylpentan-3-one

(R)-(-)-3-phenylbutan-2-one

(S)-2-Phenylpropionic acid