(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

Base Information

Chemical Name:(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one
CAS No.:795277-64-4
Molecular Formula:C₂₅H₄₈O₂Si
Molecular Weight:408.74
Hs Code.:

Synonyms:(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

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Chemical Property of (E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

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Technology Process of (E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

There total 8 articles about (E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one 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: 85.0%

: 795278-25-0
tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

: 795277-64-4
(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

Guidance literature:: With N,N-dimethyl acetamide; oxygen; palladium dichloride; copper diacetate; for 168h;
DOI:10.1021/ja046084j

Reference yield:

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

: 795277-64-4
(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

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: 6.96 g / imidazole / CH₂Cl₂ / 3 h / 20 °C

5.1: 95 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 96 h / 0 - 20 °C

6.1: magnesium; iodine / diethyl ether / 12 h / Heating

6.2: CuCN / diethyl ether / 1 h / -20 °C

6.3: 90 percent / diethyl ether / 12 h / -20 - 20 °C

7.1: 85 percent / oxygen; N,N-dimethylacetamide; aq. PdCl₂ / Cu(OAc)2 / 168 h

With 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; bis(cyclopentadienyl)dihydrozirconium; N,N-dimethyl acetamide; iodine; oxygen; magnesium; triethylamine; palladium dichloride; copper diacetate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform;
DOI:10.1021/ja046084j

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 795277-64-4
(E)-(R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-5-methyl-hept-6-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 6.96 g / imidazole / CH₂Cl₂ / 3 h / 20 °C

2.1: 95 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 96 h / 0 - 20 °C

3.1: magnesium; iodine / diethyl ether / 12 h / Heating

3.2: CuCN / diethyl ether / 1 h / -20 °C

3.3: 90 percent / diethyl ether / 12 h / -20 - 20 °C

4.1: 85 percent / oxygen; N,N-dimethylacetamide; aq. PdCl₂ / Cu(OAc)2 / 168 h

With 1H-imidazole; dmap; N,N-dimethyl acetamide; iodine; oxygen; magnesium; triethylamine; palladium dichloride; copper diacetate; In diethyl ether; dichloromethane;
DOI:10.1021/ja046084j