2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Base Information

Chemical Name:2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate
CAS No.:1418184-16-3
Molecular Formula:C₁₅H₂₁F₃O₅S
Molecular Weight:370.39
Hs Code.:

Synonyms:2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

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Chemical Property of 2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

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Technology Process of 2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

There total 4 articles about 2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 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: 85.0%

: 1426540-10-4
C₁₇H₂₃F₃O₆S

: 1418184-16-3
2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Guidance literature:: With potassium carbonate; In methanol; for 0.166667h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.014

Reference yield:

: 1418184-11-8
3-(tert-butyldimethylsilyloxy)-2-(3-hydroxypropyl)-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

: 1418184-16-3
2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 3.5 h / 20 °C / Inert atmosphere

1.2: Ohira-Bestmann reagent / 20 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran / 2 h / 0 - 50 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

5.1: silver(l) oxide / diethyl ether / 50 °C / Molecular sieve; Inert atmosphere

6.1: potassium carbonate / methanol / 0.17 h / Inert atmosphere

With dmap; ethylmagnesium bromide; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; triethylamine; silver(l) oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tet.2012.12.014

Reference yield:

: 1426540-11-5
C₂₂H₃₅F₃O₆SSi

: 1418184-16-3
2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

2: silver(l) oxide / diethyl ether / 50 °C / Molecular sieve; Inert atmosphere

3: potassium carbonate / methanol / 0.17 h / Inert atmosphere

With tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; silver(l) oxide; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/j.tet.2012.12.014