[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

Base Information

Chemical Name:[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone
CAS No.:876173-57-8
Molecular Formula:C₃₅H₅₀O₄Si
Molecular Weight:562.865
Hs Code.:

[2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

Synonyms:[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

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Chemical Property of [2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

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Technology Process of [2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

There total 16 articles about [2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone 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: 92.0%

: 876173-56-7
[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

: 876173-57-8
[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 16h;
DOI:10.1002/chem.200500513

Reference yield:

: 3-(tert-butyl-diphenyl-silanyloxy)-3a,7,7-trimethyl-octahydro-inden-1-ol

: 876173-57-8
[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / 0 °C

1.2: tetrahydrofuran; hexane / 1.5 h / 0 °C

1.3: tetrahydrofuran; hexane / 1.5 h / 0 °C

2.1: 100 percent / n-Bu₃SnH; AIBN / toluene / 0.33 h / 120 °C

3.1: 99 percent / TBAF / tetrahydrofuran / 8 h / 25 °C

4.1: 92 percent / PCC; Celite / CH₂Cl₂ / 12 h / 25 °C

5.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

5.2: 85 percent / tetrahydrofuran / 2.25 h / -78 - 0 °C

6.1: CrCl₂; NiCl₂ / dimethylformamide / 0.17 h / 25 °C

6.2: 53 percent / dimethylformamide / 6 h / 25 °C

7.1: 355 mg / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 25 °C

8.1: 92 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

With chromium dichloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); Celite; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; Dess-Martin periodane; pyridinium chlorochromate; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Barton-McCombie radical deoxygenation / 6.1: Kishi-Nozaki coupling / 7.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500513

Reference yield:

: 876173-47-6
dithiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxy)-3a,7,7-trimethyl-octahydro-inden-1-yl] ester S-methyl ester

: 876173-57-8
[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / n-Bu₃SnH; AIBN / toluene / 0.33 h / 120 °C

2.1: 99 percent / TBAF / tetrahydrofuran / 8 h / 25 °C

3.1: 92 percent / PCC; Celite / CH₂Cl₂ / 12 h / 25 °C

4.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 85 percent / tetrahydrofuran / 2.25 h / -78 - 0 °C

5.1: CrCl₂; NiCl₂ / dimethylformamide / 0.17 h / 25 °C

5.2: 53 percent / dimethylformamide / 6 h / 25 °C

6.1: 355 mg / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 25 °C

7.1: 92 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

With chromium dichloride; 2,2'-azobis(isobutyronitrile); Celite; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; Dess-Martin periodane; pyridinium chlorochromate; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Barton-McCombie radical deoxygenation / 5.1: Kishi-Nozaki coupling / 6.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500513