(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

Base Information

Chemical Name:(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide
CAS No.:681433-95-4
Molecular Formula:C₄₀H₆₇O₄PSi₃
Molecular Weight:727.2
Hs Code.:

(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

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Chemical Property of (3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

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Technology Process of (3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

There total 15 articles about (3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide 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-{3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethylidene]-cyclohexylidene}-ethyl)-diphenyl-phosphane

: 681433-95-4
(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

Guidance literature:: With dihydrogen peroxide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.bmc.2006.01.061

Reference yield:

: (2R,6R)-[4-benzyloxy-2,6-bis-[(tert-butyldimethylsilyl)oxy]cyclohexylidene]acetaldehyde

: 681433-95-4
(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / sodium borohydride / ethanol / 1 h / 0 °C

2: 91 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

3: hydrogen / Pd/C / ethanol / 2.5 h / 20 °C

4: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / -78 - 20 °C

5: 93 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

6: 85 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C

7: n-butyl lithium / tetrahydrofuran; hexane / 0.08 h / 0 °C

8: tetrahydrofuran; hexane / 0.5 h / 0 °C

9: 139 mg / hydrogen peroxide / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Swern oxidation;
DOI:10.1016/j.bmc.2006.01.061

Reference yield:

: (2R,6R)-[4-benzyloxy-2,6-bis-[(tert-butyldimethylsilyl)oxy]cyclohexylidene]acetonitrile

: 681433-95-4
(3R,5R)-[3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[2-(tert-butyldimethylsilyl)oxyethyl]cyclohexylidene]ethyldiphenylphoshine oxide

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / diisobutylaluminum hydride / toluene / 1.5 h / -78 °C

2: 98 percent / sodium borohydride / ethanol / 1 h / 0 °C

3: 91 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

4: hydrogen / Pd/C / ethanol / 2.5 h / 20 °C

5: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / -78 - 20 °C

6: 93 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

7: 85 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C

8: n-butyl lithium / tetrahydrofuran; hexane / 0.08 h / 0 °C

9: tetrahydrofuran; hexane / 0.5 h / 0 °C

10: 139 mg / hydrogen peroxide / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5: Swern oxidation;
DOI:10.1016/j.bmc.2006.01.061