2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

Base Information

Chemical Name:2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol
CAS No.:380414-42-6
Molecular Formula:C₁₅H₂₈O₃
Molecular Weight:256.386
Hs Code.:

Synonyms:2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

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Chemical Property of 2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

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Technology Process of 2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

There total 6 articles about 2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol 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: 98.0%

: 221290-56-8
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid

: 380414-42-6
2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0040-4020(01)00739-6

Reference yield:

: 221290-54-6
(4R,5R)-4-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enone

: 380414-42-6
2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / tri-sec-butylborohydride (L-Selectide) / tetrahydrofuran / 0.67 h / -78 °C

2.1: 95 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 3 h / 25 °C

3.1: HN(TMS)2; n-BuLi; DMPU / tetrahydrofuran / 0.75 h / -78 - 20 °C

4.1: xylene / 5 h / 190 °C

4.2: 2.0 M NaOH / tetrahydrofuran / 3 h / 20 °C

4.3: 82 percent / 10 percent aq. HCl / H₂O / 20 °C / pH 3

5.1: 98 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; n-butyllithium; L-Selectride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; diethyl ether; dichloromethane; xylene; 4.1: Ireland-Claisen rearrangement / 4.2: Ireland-Claisen rearrangement / 4.3: Ireland-Claisen rearrangement;
DOI:10.1016/S0040-4020(01)00739-6

Reference yield:

: 221290-71-7
acetic acid (1S,4R,5R)-4-dimethoxymethyl-5-isopropyl-2-methylcyclohex-2-enyl ester

: 380414-42-6
2-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: HN(TMS)2; n-BuLi; DMPU / tetrahydrofuran / 0.75 h / -78 - 20 °C

2.1: xylene / 5 h / 190 °C

2.2: 2.0 M NaOH / tetrahydrofuran / 3 h / 20 °C

2.3: 82 percent / 10 percent aq. HCl / H₂O / 20 °C / pH 3

3.1: 98 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; diethyl ether; xylene; 2.1: Ireland-Claisen rearrangement / 2.2: Ireland-Claisen rearrangement / 2.3: Ireland-Claisen rearrangement;
DOI:10.1016/S0040-4020(01)00739-6