trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

Base Information

Chemical Name:trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane
CAS No.:1245634-84-7
Molecular Formula:C₂₀H₂₉BO₃Si
Molecular Weight:356.345
Hs Code.:

Synonyms:trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

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Chemical Property of trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

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Technology Process of trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

There total 3 articles about trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane 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: 91.0%

: 1578-33-2
2-furyltrimethylsilane

: 1245635-20-4
2-Iodo-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl trifluoromethanesulfonate

: 1245634-84-7
trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

Guidance literature:: With TurboGrignard; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.583333h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.03.016

Reference yield:

: 1578-33-2
2-furyltrimethylsilane

: 1245635-40-8
2-bromo-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl trifluoromethanesulfonate

: C₁₀H₅(CH₃)O(B(OC(CH₃)2)2)(Si(CH₃)3)

: 1245634-84-7
trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.333333h; Overall yield = 57 %; Overall yield = 26 mg; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.03.016

Reference yield:

: 1578-33-2
2-furyltrimethylsilane

: 1245635-20-4
2-Iodo-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl trifluoromethanesulfonate

: C₁₀H₅(CH₃)O(B(OC(CH₃)2)2)(Si(CH₃)3)

: 1245634-84-7
trimethyl(7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydro-1,4-epoxynaphthalen-1-yl)silane

Guidance literature:: With (CH₃)2CHMgCl-LiCl; In tetrahydrofuran; diethyl ether; pear-shaped flask charged with borylbenzene, capped (inlet adapter, three-way stopcock), evacuated, back-filled (Ar), anhydrous ether added, mixt. cooled (-78 °C), furan added, iPrMgCl-LiCl/THF added for 5 min. stirred (-78 °C, 30 min); mixt. quenched with saturated aq. NH4Cl, extd. (EtOAc), aq. layer extd. twice (EtOAc), combined organic layer washed (saturated aq. NaCl), driedover anhydrous Na2SO4, solvent removed (reduced pressure); flash column chromy.; detd. by (1)H NMR;
DOI:10.1002/anie.201002191