(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

Base Information

Chemical Name:(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone
CAS No.:483305-98-2
Molecular Formula:C₂₁H₃₀O₂
Molecular Weight:314.468
Hs Code.:

Synonyms:(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

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Chemical Property of (3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

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Technology Process of (3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

There total 7 articles about (3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-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: 45.0%

: 483305-93-7
(S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2-methyl-cyclohex-2-enone

: 74-88-4
methyl iodide

: 483305-98-2
(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

Guidance literature:: (S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2-methyl-cyclohex-2-enone; With ammonia; lithium; In tetrahydrofuran; for 0.25h;

methyl iodide; In tetrahydrofuran; for 1h;
DOI:10.1055/s-2002-34902

Reference yield:

: 61000-21-3
(4-methoxy-2,6-dimethylphenyl)methanol

: 483305-98-2
(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / PPh₃; CBr₄ / Pd₂(dba)3 / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2.1: Li / tetrahydrofuran / 1 h

3.1: PCC; silica gel / CH₂Cl₂ / 6 h

4.1: Li; NH₃ / tetrahydrofuran / 0.25 h

4.2: 45 percent / tetrahydrofuran / 1 h

With carbon tetrabromide; ammonia; silica gel; lithium; triphenylphosphine; pyridinium chlorochromate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; 2.1: Barbier reaction;
DOI:10.1055/s-2002-34902

Reference yield:

: 874-63-5
3,5-dimethylmethoxybenzene

: 483305-98-2
(3S,5S)-5-Isopropenyl-3-(4-methoxy-2,6-dimethyl-benzyl)-2,2-dimethyl-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / Br₂ / CH₂Cl₂ / 0.25 h / 0 °C

2.1: Li / tetrahydrofuran / 1 h

3.1: NaBH₄ / methanol / 0 °C

4.1: 73 percent / PPh₃; CBr₄ / Pd₂(dba)3 / CH₂Cl₂ / 0.5 h / 0 - 20 °C

5.1: Li / tetrahydrofuran / 1 h

6.1: PCC; silica gel / CH₂Cl₂ / 6 h

7.1: Li; NH₃ / tetrahydrofuran / 0.25 h

7.2: 45 percent / tetrahydrofuran / 1 h

With sodium tetrahydroborate; carbon tetrabromide; ammonia; bromine; silica gel; lithium; triphenylphosphine; pyridinium chlorochromate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 5.1: Barbier reaction;
DOI:10.1055/s-2002-34902