tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

Base Information

Chemical Name:tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane
CAS No.:934631-68-2
Molecular Formula:C₂₆H₃₂O₃Si
Molecular Weight:420.624
Hs Code.:

<i>tert</i>-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

Synonyms:tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

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Chemical Property of tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

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Technology Process of tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

There total 1 articles about tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-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: 70.0%

: 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethynyl-5,5-dimethyl-tetrahydro-pyran-3,4-diol

: 934631-68-2
tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

Guidance literature:: 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethynyl-5,5-dimethyl-tetrahydro-pyran-3,4-diol; With sodium hydride; In tetrahydrofuran; water; at 0 ℃;

With p-toluenesulfonyl chloride; In tetrahydrofuran; water; for 0.5h;
DOI:10.1021/ol063143k

Reference yield: 80.0%

: 934631-68-2
tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

: 934631-69-3
6-(tert-butyl-diphenyl-silanyloxymethyl)-2-ethynyl-3,3-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; at 0 ℃;
DOI:10.1021/ol063143k

Reference yield:

: 934631-68-2
tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

: 934631-72-8
4-benzyl-3-{3-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-hydroxy-1-methyl-propyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / DIBAL-H / diethyl ether; hexane / 0 °C

2.1: 97 percent / DIEA / dimethylformamide / 0 - 20 °C

3.1: 76 percent / BH₃*SMe₂; 2-methyl-2-butene / tetrahydrofuran / 0 - 20 °C

4.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / -78 - 0 °C

4.2: 93 percent / CH₂Cl₂ / 1.5 h / -78 - 0 °C

With 2-methyl-but-2-ene; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 4.2: aldol addition;
DOI:10.1021/ol063143k