(R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

Base Information

Chemical Name:(R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one
CAS No.:1186225-51-3
Molecular Formula:C₁₉H₂₇BO₄
Molecular Weight:330.232
Hs Code.:

Synonyms:(R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

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Chemical Property of (R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

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Technology Process of (R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

There total 2 articles about (R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one 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: 83.0%

: 56231-51-7
3-(3-methoxyphenyl)cyclohex-2-en-1-one

: 73183-34-3
bis(pinacol)diborane

: 1186225-51-3
(R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

Guidance literature:: 3-(3-methoxyphenyl)cyclohex-2-en-1-one; bis(pinacol)diborane; With (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline; tetrakis(acetonitrile)copper(I) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 0.166667h; Inert atmosphere;

With lithium tert-butoxide; In tetrahydrofuran; at 20 ℃; for 12h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ja9045839

Reference yield:

: 56231-51-7
3-(3-methoxyphenyl)cyclohex-2-en-1-one

: 73183-34-3
bis(pinacol)diborane

: 1186225-51-3
(R)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

: 1601389-60-9
(S)-3-(3-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one

Guidance literature:: With BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; at -5 ℃; for 14h; Overall yield = 92 %; enantioselective reaction; Glovebox; Inert atmosphere;
DOI:10.1002/anie.201309982