(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

Base Information

Chemical Name:(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone
CAS No.:244623-30-1
Molecular Formula:C₁₇H₃₀O₂Si
Molecular Weight:294.51
Hs Code.:

Synonyms:(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

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Technology Process of (3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

There total 6 articles about (3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone 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: 95.0%

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 244623-29-8
(3R,5S)-3-Allyl-3-hydroxy-5-isopropenyl-2,2-dimethyl-cyclohexanone

: 244623-30-1
(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

Guidance literature:: With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; for 1.5h;
DOI:10.1016/S0040-4039(99)00902-8

Reference yield:

: 36616-60-1
(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one

: 244623-30-1
(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / Li; liq.NH₃

2: 35 percent / tetrahydrofuran / ultrasonic irr.

3: 90 percent / Zn / tetrahydrofuran / sonication

4: 88 percent / TPAP; NMMO; 4 Angstroem mol. sieves / CH₂Cl₂

5: 95 percent / TBAF / dimethylformamide / 1.5 h

With tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; lithium; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Addition / 3: Addition / 4: Oxidation / 5: Alkylation;
DOI:10.1016/S0040-4039(99)00902-8

Reference yield:

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

: 244623-30-1
(3R,5S)-3-Allyl-5-isopropenyl-2,2-dimethyl-3-trimethylsilanyloxy-cyclohexanone

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / H₂O₂; NaOH / 0 °C

2: 60 percent / Li; liq.NH₃

3: 35 percent / tetrahydrofuran / ultrasonic irr.

4: 90 percent / Zn / tetrahydrofuran / sonication

5: 88 percent / TPAP; NMMO; 4 Angstroem mol. sieves / CH₂Cl₂

6: 95 percent / TBAF / dimethylformamide / 1.5 h

With sodium hydroxide; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; dihydrogen peroxide; lithium; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Epoxidation / 2: Alkylation / 3: Addition / 4: Addition / 5: Oxidation / 6: Alkylation;
DOI:10.1016/S0040-4039(99)00902-8