2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1615227-17-2
• Molecular Formula: C₁₆H₃₁BO₂
• Molecular Weight: 266.232

Synonyms:2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

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Technology Process of 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-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: 77.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3ξ-bromo-1r-methyl-4t-isopropyl-cyclohexane (663218-93-7) + benzo[1,3,2]dioxaborole (274-07-7) → 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1615227-17-2)

Guidance literature:

benzo[1,3,2]dioxaborole; With bis(cyclopentadienyl)titanium dichloride; potassium carbonate; In tert-butyl methyl ether; for 0.5h; Inert atmosphere; Glovebox;

3ξ-bromo-1r-methyl-4t-isopropyl-cyclohexane; In tert-butyl methyl ether; at 80 ℃; for 24h; Sealed tube;

2,3-dimethyl-2,3-butane diol; With triethylamine; In tert-butyl methyl ether; at 20 ℃; for 1h; Sealed tube;

DOI:10.1002/anie.202100569

Reference yield: 41.0%

3ξ-bromo-1r-methyl-4t-isopropyl-cyclohexane (663218-93-7) + bis(pinacol)diborane (73183-34-3) → 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1615227-17-2)

Guidance literature:

With iron(III)-acetylacetonate; N,N,N,N,-tetramethylethylenediamine; ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja505199u

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + 2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1615227-17-2) + 1-(4-bromophenyl)-1,2,2-trimethylhydrazine → C25H44BN2O2(1-)*Li(1+)

Guidance literature:

n-butyllithium; 1-(4-bromophenyl)-1,2,2-trimethylhydrazine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-((2R,5R)-2-isopropyl-5-methylcyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/acs.orglett.8b02615

upstream raw materials:

3ξ-bromo-1r-methyl-4t-isopropyl-cyclohexane

bis(pinacol)diborane

2,3-dimethyl-2,3-butane diol

benzo[1,3,2]dioxaborole

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