(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

Base Information

Chemical Name:(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether
CAS No.:278799-78-3
Molecular Formula:C₁₈H₃₀OSi
Molecular Weight:290.521
Hs Code.:

Synonyms:(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

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Chemical Property of (+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

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Technology Process of (+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

There total 6 articles about (+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 278799-73-8
(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enol

: 278799-78-3
(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

: 278799-72-7
(+)-(5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enone

: 278799-78-3
(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / lithium aluminium hydride / diethyl ether / 2 h / -70 °C

2: 97 percent / imidazole; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

Reference yield:

: 6485-40-1,2244-16-8
(R)-Carvone

: 278799-78-3
(+)-(1S,5S)-3-ethynyl-5-isopropenyl-2-methylcyclohex-2-enyl tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 1.5 h / sonication

2: 70 percent / pyridinium chlorochromate; siica gel / CH₂Cl₂ / 10 h

3: 98 percent / lithium aluminium hydride / diethyl ether / 1 h / -40 °C

4: 96 percent / imidazole; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; silica gel; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Alkylation / 2: Oxidation / 3: Reduction / 4: Etherification;
DOI:10.1016/S0040-4039(00)00325-7