tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane
• CAS No.: 780772-56-7
• Molecular Formula: C₃₉H₅₃F₁₇O₃Si
• Molecular Weight: 920.906
• Mol file: 780772-56-7.mol

Synonyms:tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane

Chemical Property of tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane

There total 18 articles about tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-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:

5-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butylsulfanyl]-1-phenyl-1H-tetrazole → tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane (780772-56-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 3.76 g / hydrogen peroxide / (NH₄)6Mo₇O₂₄*4H₂O / tetrahydrofuran; ethanol / 14 h / 20 °C

2.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 2 h / -78 °C

3.1: TBAF / tetrahydrofuran / 3 h / 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

5.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

5.2: tetrahydrofuran / 2 h / -78 °C

With tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hexamethyldisilazane; Dess-Martin periodane; ammonium heptamolybdate; In tetrahydrofuran; ethanol; dichloromethane; 2.2: Kocienski-Julia olefination / 4.1: Dess-Martin oxidation / 5.2: Kocienski-Julia olefination;

DOI:10.1021/jo051526a

Reference yield:

(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-methylbutanol (156592-93-7) → tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane (780772-56-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

2.1: 3.76 g / hydrogen peroxide / (NH₄)6Mo₇O₂₄*4H₂O / tetrahydrofuran; ethanol / 14 h / 20 °C

3.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

3.2: tetrahydrofuran / 2 h / -78 °C

4.1: TBAF / tetrahydrofuran / 3 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

6.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

6.2: tetrahydrofuran / 2 h / -78 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hexamethyldisilazane; Dess-Martin periodane; triphenylphosphine; ammonium heptamolybdate; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Mitsunobu reaction / 3.2: Kocienski-Julia olefination / 5.1: Dess-Martin oxidation / 6.2: Kocienski-Julia olefination;

DOI:10.1021/jo051526a

Reference yield:

(3S)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyronitrile (188692-78-6) → tert-Butyl-{(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienyloxy}-dimethyl-silane (780772-56-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: DIBAL / CH₂Cl₂; hexane / 2 h / -20 °C

2.1: sodium borohydride / methanol; H₂O / 1 h / -20 °C

3.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

4.1: 3.76 g / hydrogen peroxide / (NH₄)6Mo₇O₂₄*4H₂O / tetrahydrofuran; ethanol / 14 h / 20 °C

5.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

5.2: tetrahydrofuran / 2 h / -78 °C

6.1: TBAF / tetrahydrofuran / 3 h / 20 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

8.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

8.2: tetrahydrofuran / 2 h / -78 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; ammonium heptamolybdate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; 3.1: Mitsunobu reaction / 5.2: Kocienski-Julia olefination / 7.1: Dess-Martin oxidation / 8.2: Kocienski-Julia olefination;

DOI:10.1021/jo051526a

upstream raw materials:

(3S)-5-[4-(tert-butyldimethylsilanyloxy)-3-methylbutane-1-sulfonyl]-1-phenyl-1H-tetrazole

(E)-(2S,6R,7R)-7-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-benzyloxy]-2,6-dimethyl-oct-4-enal

4-nitrobenzoic acid (1R,2S)-2-ethoxycarbonyl-1-methylpropyl ester

(2S,3R)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-benzyloxy]-2-methyl-butyraldehyde

Downstream raw materials:

(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dien-1-ol

(4E,8E)-(2S,6S,10R,11R)-11-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-benzyloxy]-2,6,10-trimethyl-dodeca-4,8-dienal

1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-4-((3E,7E)-(1R,2R,6S,10S)-1,2,6,10-tetramethyl-dodeca-3,7,11-trienyloxymethyl)-benzene

(1R,2R,6R,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl-oxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene