(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

Base Information

Chemical Name:(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether
CAS No.:216577-39-8
Molecular Formula:C₂₀H₂₈O₂
Molecular Weight:300.441
Hs Code.:

Synonyms:(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

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Chemical Property of (+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

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Technology Process of (+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

There total 7 articles about (+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl 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:

: 216577-38-7
(+)-(1S,5S)-5-isopropenyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

: 216577-39-8
(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

Guidance literature:: With dimethylsulfide; ozone; Yield given. Multistep reaction; 1.) MeOH, CH₂Cl₂, -70 deg C, 2.) 8 h;
DOI:10.1039/a805862h

Reference yield:

: 179259-37-1
(+)-(5S)-5-isopropenyl-2,6,6-trimethylcyclohex-2-enone

: 216577-39-8
(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

Guidance literature:: Multi-step reaction with 5 steps

1.1: Li / tetrahydrofuran / 0.67 h / 15 - 20 °C / ultrasonic irradiation

2.1: 1.29 g / PCC / CH₂Cl₂ / 36 h / 20 °C

3.1: 99.2 percent / LiAlH₄ / diethyl ether / 2 h / -90 °C

4.1: 98.7 percent Turnov_. / NaH / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

5.1: O₃; NaHCO₃; O₂ / methanol / 0.08 h / -90 °C

5.2: 76.2 percent Turnov_. / Me₂S / CH₂Cl₂ / 8 h / 20 °C

With lithium aluminium tetrahydride; oxygen; lithium; sodium hydride; sodium hydrogencarbonate; ozone; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1.1: Barbier reaction;

Reference yield:

: 216577-37-6
(+)-(5S)-5-isopropenyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enone

: 216577-39-8
(+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99.2 percent / LiAlH₄ / diethyl ether / 2 h / -90 °C

2.1: 98.7 percent Turnov_. / NaH / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

3.1: O₃; NaHCO₃; O₂ / methanol / 0.08 h / -90 °C

3.2: 76.2 percent Turnov_. / Me₂S / CH₂Cl₂ / 8 h / 20 °C

With lithium aluminium tetrahydride; oxygen; sodium hydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;