tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

Base Information

Chemical Name:tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane
CAS No.:876173-65-8
Molecular Formula:C₄₁H₅₄O₂SeSi
Molecular Weight:685.924
Hs Code.:

<i>tert</i>-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

Synonyms:tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

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Chemical Property of tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

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Technology Process of tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

There total 18 articles about tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane 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:

: [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)-methanol

: 876173-65-8
tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 355 mg / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 25 °C

2.1: 92 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

3.1: tetrahydrofuran; pentane / 0.5 h / 0 °C

3.2: 72 percent / KH / tetrahydrofuran / 0.5 h / Heating

4.1: BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 0 °C

With boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; pentane; 1.1: Dess-Martin oxidation / 3.1: Peterson olefination / 3.2: Peterson olefination;
DOI:10.1002/chem.200500513

Reference yield:

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

: 876173-65-8
tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

Guidance literature:: Multi-step reaction with 10 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

9.1: tetrahydrofuran; pentane / 0.5 h / 0 °C

9.2: 72 percent / KH / tetrahydrofuran / 0.5 h / Heating

10.1: BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 0 °C

With chromium dichloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); Celite; boron trifluoride diethyl etherate; 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; pentane; 2.1: Barton-McCombie radical deoxygenation / 6.1: Kishi-Nozaki coupling / 7.1: Dess-Martin oxidation / 9.1: Peterson olefination / 9.2: Peterson olefination;
DOI:10.1002/chem.200500513

Reference yield:

: 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

: 876173-65-8
tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

2.1: tetrahydrofuran; pentane / 0.5 h / 0 °C

2.2: 72 percent / KH / tetrahydrofuran / 0.5 h / Heating

3.1: BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 0 °C

With boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; pentane; 2.1: Peterson olefination / 2.2: Peterson olefination;
DOI:10.1002/chem.200500513