(S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane

Base Information

• Chemical Name: (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane
• CAS No.: 1240816-50-5
• Molecular Formula: C₂₀H₃₁BO₂
• Molecular Weight: 314.276
• Mol file: 1240816-50-5.mol

Synonyms:(S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane

Chemical Property of (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane

There total 2 articles about (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane 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: 65.0%

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane (879224-90-5) + (S)-(-)-1-(2-methylphenyl)ethyl N,N-diisopropylcarbamate (1240815-57-9) → (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane (1240816-50-5)

Guidance literature:

(S)-(-)-1-(2-methylphenyl)ethyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.333333h;

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 1.08333h; optical yield given as %ee; Further stages;

DOI:10.1002/anie.201001371

Reference yield: 48.0%

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane (879224-90-5) + (S)-(-)-1-(2-methylphenyl)ethyl N,N-diisopropylcarbamate (1240815-57-9) → C16H24(2)HNO2 + (S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane (1240816-50-5)

Guidance literature:

(S)-(-)-1-(2-methylphenyl)ethyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.416667h;

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.583333h; optical yield given as %ee; Further stages;

DOI:10.1002/anie.201001371

Reference yield:

(S)-2-[1-(2-methylphenyl)-1-cyclohexylethyl]-5,5-dimethyl-1,3,2-dioxaborinane (1240816-50-5) → (R)-1-(2-methylphenyl)-1-cyclohexylethanol (1240816-53-8)

Guidance literature:

With ethylenediaminetetraacetic acid; dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/anie.201001371

upstream raw materials:

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane

(S)-(-)-1-(2-methylphenyl)ethyl N,N-diisopropylcarbamate

Downstream raw materials:

(R)-1-(2-methylphenyl)-1-cyclohexylethanol