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

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane
• CAS No.: 1240790-21-9
• Molecular Formula: C₂₄H₃₃BO₂
• Molecular Weight: 364.336
• Mol file: 1240790-21-9.mol

Synonyms:4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-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-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane

There total 2 articles about 4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-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: 95.0%

meta-bromotoluene (591-17-3) + 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-54-9) → 4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane (1240790-21-9)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydroxide; In 1,4-dioxane; water; at 25 ℃; chemoselective reaction;

DOI:10.1021/ja105176v

Reference yield: 74.0%

meta-bromotoluene (591-17-3) + 5-phenyl-1-pentyne (1823-14-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane (1240790-21-9)

Guidance literature:

5-phenyl-1-pentyne; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With [1,3-bis(2,6-di-iso-propylphenyl)imidazol-2-ylidene]copper(I) tert-butoxide; potassium tert-butylate; In toluene; at 45 ℃; Inert atmosphere; Glovebox;

meta-bromotoluene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In toluene; at 45 ℃; for 6h; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.9b02372

Reference yield:

4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane (1240790-21-9) → 5-phenyl-1-(3-tolyl)pentan-1-ol (38425-28-4)

Guidance literature:

With dihydrogen peroxide; potassium hydroxide; In diethyl ether; water; at 0 - 25 ℃; for 1h;

DOI:10.1021/ja105176v

upstream raw materials:

meta-bromotoluene

2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

5-phenyl-1-pentyne

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

Downstream raw materials:

5-phenyl-1-(3-tolyl)pentan-1-ol