(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

Base Information

Chemical Name:(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal
CAS No.:896110-43-3
Molecular Formula:C₃₉H₄₈O₃Si₂
Molecular Weight:620.979
Hs Code.:

Synonyms:(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

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Chemical Property of (E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

Chemical Property:

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Technology Process of (E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

There total 10 articles about (E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal 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:

: 896110-40-0
(E)-(R)-5-(tert-butyldiphenylsilyloxy)pent-3-ene-1,2-diol

: 896110-43-3
(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / imidazole / tetrahydrofuran / 7 h / -15 °C

2.1: 92 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: tert-butyldimethylsilyl chloride / tetrahydrofuran

3.2: potassium hexamethyldisilazide / tetrahydrofuran / -78 - 20 °C

3.3: 100 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

4.1: 73 percent / K₂CO₃ / dimethylformamide / 1.5 h / 20 °C

5.1: 95 percent / DIBAL-H / tetrahydrofuran; hexane / -78 - 20 °C

6.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

With pyridine; 1H-imidazole; dmap; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 6.1: Swern oxidation;
DOI:10.1016/j.tet.2005.11.096

Reference yield:

: 896110-69-3
(E)-(R)-1,5-Bis-(tert-butyl-diphenyl-silanyloxy)-pent-3-en-2-ol

: 896110-43-3
(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

2.1: tert-butyldimethylsilyl chloride / tetrahydrofuran

2.2: potassium hexamethyldisilazide / tetrahydrofuran / -78 - 20 °C

2.3: 100 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

3.1: 73 percent / K₂CO₃ / dimethylformamide / 1.5 h / 20 °C

4.1: 95 percent / DIBAL-H / tetrahydrofuran; hexane / -78 - 20 °C

5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

With pyridine; dmap; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation;
DOI:10.1016/j.tet.2005.11.096

Reference yield:

: 896110-41-1
acetic acid (E)-(R)-4-(tert-butyldiphenylsilyloxy)-1-(tert-butyldiphenylsilyloxymethyl)but-2-enyl ester

: 896110-43-3
(E)-(S)-6-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)hex-4-enal

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-butyldimethylsilyl chloride / tetrahydrofuran

1.2: potassium hexamethyldisilazide / tetrahydrofuran / -78 - 20 °C

1.3: 100 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

2.1: 73 percent / K₂CO₃ / dimethylformamide / 1.5 h / 20 °C

3.1: 95 percent / DIBAL-H / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

With oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4.1: Swern oxidation;
DOI:10.1016/j.tet.2005.11.096