(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

Base Information

Chemical Name:(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone
CAS No.:156629-17-3
Molecular Formula:C₁₅H₂₃ClO₃
Molecular Weight:286.799
Hs Code.:

Synonyms:(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

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Chemical Property of (2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

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Technology Process of (2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

There total 5 articles about (2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-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%

: 110-87-2
3,4-dihydro-2H-pyran

: 156714-46-4
trans-2-chloro-3-hydroxy-5-isopropenyl-2-methyl-cyclohexanone

: 156629-17-3
(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1039/c39940000479

Reference yield: 82.0%

: 110-87-2
3,4-dihydro-2H-pyran

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

: 156629-17-3
(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

Guidance literature:: (R)-Carvone; With dihydrogen peroxide; sodium hydroxide; In methanol;

With trifluoroacetic acid; lithium chloride; In tetrahydrofuran;

3,4-dihydro-2H-pyran; With pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1021/ol1012185

Reference yield:

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

: 156629-17-3
(2S,3R,5R)-2-Chloro-5-isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / H₂O₂, 2 M aq. NaOH / methanol / 1 h / Ambient temperature

2: 85 percent / (CH₃)3SiCl, Me₂SO / acetonitrile / 0.17 h / Ambient temperature

3: 95 percent / p-TsOH / CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydroxide; chloro-trimethyl-silane; dihydrogen peroxide; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1039/c39940000479