2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

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Chemical Name:2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester
CAS No.:795281-05-9
Molecular Formula:C₂₇H₄₂O₃
Molecular Weight:414.629
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

There total 7 articles about 2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester 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: 63.0%

: 100-39-0
benzyl bromide

: 616867-11-9
2,2-Dimethyl-propionic acid (E)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

: 795281-05-9
2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

Guidance literature:: 2,2-Dimethyl-propionic acid (E)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester; With sodium hydride; In tetrahydrofuran; for 0.416667h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1021/ja046084j

Reference yield:

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 795281-05-9
2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane / 10 h / 20 °C

2.1: 3.10 g / aq. HCl / CHCl₃ / 4 h / 20 °C

3.1: bis(cyclopentadienyl) zirconium / CH₂Cl₂ / 0.17 h

3.2: CH₂Cl₂ / 12 h / 20 °C

3.3: 100 percent / tetrahydrofuran; CH₂Cl₂ / 12 h / -78 - 20 °C

4.1: 773 mg / imidazole / CH₂Cl₂ / 3 h / 20 °C

5.1: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

6.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

7.1: NaH / tetrahydrofuran / 0.42 h

7.2: 63 percent / tetrabutylammonium iodide / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; bis(cyclopentadienyl)dihydrozirconium; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform;
DOI:10.1021/ja046084j

Reference yield:

: 80447-43-4
(2S,5R)-1-Methoxymethylen-2-isopropyl-5-methylcyclohexan

: 795281-05-9
2,2-Dimethyl-propionic acid (E)-(R)-4-benzyloxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3.10 g / aq. HCl / CHCl₃ / 4 h / 20 °C

2.1: bis(cyclopentadienyl) zirconium / CH₂Cl₂ / 0.17 h

2.2: CH₂Cl₂ / 12 h / 20 °C

2.3: 100 percent / tetrahydrofuran; CH₂Cl₂ / 12 h / -78 - 20 °C

3.1: 773 mg / imidazole / CH₂Cl₂ / 3 h / 20 °C

4.1: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

5.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

6.1: NaH / tetrahydrofuran / 0.42 h

6.2: 63 percent / tetrabutylammonium iodide / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; hydrogenchloride; bis(cyclopentadienyl)dihydrozirconium; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ja046084j