2-(1-cyclohexylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(1-cyclohexylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 251928-76-4
• Molecular Formula: C₁₄H₂₅BO₂
• Molecular Weight: 236.162
• Mol file: 251928-76-4.mol

Synonyms:2-(1-cyclohexylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(1-cyclohexylvinyl)-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 2-(1-cyclohexylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 16 articles about 2-(1-cyclohexylvinyl)-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: 96.0%

2-cyclohexylacetylene (931-48-6) + bis(pinacol)diborane (73183-34-3) → 2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (251928-76-4)

Guidance literature:

bis(pinacol)diborane; With C₂₃H₃₇ClCuN; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.0833333h; Inert atmosphere;

2-cyclohexylacetylene; In tetrahydrofuran; methanol; at 22 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202106107

Reference yield: 96.0%

vinylidenecyclohexane (5664-20-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (251928-76-4)

Guidance literature:

With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 50 ℃; for 2h;

DOI:10.1246/cl.1999.1069

Reference yield: 85.0%

diiodomethane (75-11-6) + 2,2'-(cyclohexylmethylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1512864-19-5) → 2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (251928-76-4)

Guidance literature:

2,2'-(cyclohexylmethylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

diiodomethane; In tetrahydrofuran; at 0 - 60 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.5b00480

upstream raw materials:

vinylidenecyclohexane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

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

1-bromo-1-cyclohexylethylene

Downstream raw materials:

(R)-2-(1-cyclohexyl-ethyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

(R)-N-benzyl-1-cyclohexylethylamine

1‐cyclohexylethen-1-ylboronic acid