2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Base Information

Chemical Name:2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate
CAS No.:1418184-10-7
Molecular Formula:C₁₂H₁₇F₃O₄S
Molecular Weight:314.326
Hs Code.:

Synonyms:2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

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Chemical Property of 2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Chemical Property:

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Technology Process of 2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

There total 1 articles about 2-allyl-3-hydroxy-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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 1131-02-8
2-allyl-5,5-dimethylcyclohexane-1,3-dione

: 1418184-10-7
2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

Guidance literature:: trifluoromethylsulfonic anhydride; 2-allyl-5,5-dimethylcyclohexane-1,3-dione; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.014

Reference yield: 85.0%

: 1418184-10-7
2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: 2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

With sodium tetrahydroborate; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.014

Reference yield:

: 1418184-10-7
2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate

: 1418184-17-4
5-[2-(3-hydroxyprop-1-ynyl)-6-methoxy-4,4-dimethylcyclohex-1-enyl]pent-2-yn-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

1.2: 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 3.5 h / 20 °C / Inert atmosphere

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

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

3.2: 20 °C / Inert atmosphere

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

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

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

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

8.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 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; N,N-dimethyl-formamide; 8.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.014