1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

Base Information

Chemical Name:1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene
CAS No.:54154-44-8
Molecular Formula:C₁₉H₂₆O
Molecular Weight:270.415
Hs Code.:

Synonyms:1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

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Chemical Property of 1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

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Technology Process of 1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

There total 16 articles about 1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene 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: 82.0%

: ((1S,3R,4R)-3-(4-methoxyphenyl)-4-(prop-1-en-2-yl)-1-vinylcyclohexyl)methyl 4-methylbenzenesulfonate

: 54154-44-8
1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

Guidance literature:: With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Cooling with ice;
DOI:10.1002/chem.201303538

Reference yield:

: 38651-65-9
(1R,5S)-(+)-nopinone

: 54154-44-8
1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

Guidance literature:: Multi-step reaction with 13 steps

1.1: selenium(IV) oxide; sulfuric acid / methanol / 5 h / 20 °C / Cooling with ice

2.1: dihydrogen peroxide; pyridine / dichloromethane / 20 °C / Cooling with ice

3.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / -78 - -50 °C

4.1: boron trifluoride diethyl etherate / acetic anhydride / 20 °C / Cooling with ice

5.1: sodium hydride; methanol / mineral oil / 0.5 h / 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

6.2: 1 h / Reflux

7.1: potassium hydroxide / propan-1-ol / 1 h / 20 °C / Reflux

8.1: ethyl acetate; diethyl ether / 0.08 h / 0 °C

9.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

9.2: 0.5 h / -78 °C

10.1: sodium hydrogencarbonate / para-xylene / 12 h / Reflux

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

12.1: triethylamine; dmap / dichloromethane / 17 h / Reflux

13.1: sodium tetrahydroborate / N,N-dimethyl-formamide / 12 h / 80 °C / Cooling with ice

With pyridine; methanol; dmap; selenium(IV) oxide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; sodium hydride; sodium hydrogencarbonate; triethylamine; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; propan-1-ol; diethyl ether; dichloromethane; para-xylene; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201303538

Reference yield:

: 135432-16-5
(1R,3S,5R)-6,6-dimethyl-3-(phenylselanyl)bicyclo[3.1.1]heptan-2-one

: 54154-44-8
1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene

Guidance literature:: Multi-step reaction with 12 steps

1.1: dihydrogen peroxide; pyridine / dichloromethane / 20 °C / Cooling with ice

2.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 2 h / -78 - -50 °C

3.1: boron trifluoride diethyl etherate / acetic anhydride / 20 °C / Cooling with ice

4.1: sodium hydride; methanol / mineral oil / 0.5 h / 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

5.2: 1 h / Reflux

6.1: potassium hydroxide / propan-1-ol / 1 h / 20 °C / Reflux

7.1: ethyl acetate; diethyl ether / 0.08 h / 0 °C

8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

8.2: 0.5 h / -78 °C

9.1: sodium hydrogencarbonate / para-xylene / 12 h / Reflux

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

11.1: triethylamine; dmap / dichloromethane / 17 h / Reflux

12.1: sodium tetrahydroborate / N,N-dimethyl-formamide / 12 h / 80 °C / Cooling with ice

With pyridine; methanol; dmap; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; sodium hydride; sodium hydrogencarbonate; triethylamine; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; propan-1-ol; diethyl ether; dichloromethane; para-xylene; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201303538