(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

Base Information

Chemical Name:(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene
CAS No.:1315500-64-1
Molecular Formula:C₃₈H₄₈O₅Si
Molecular Weight:612.882
Hs Code.:

Synonyms:(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

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Chemical Property of (4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

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Technology Process of (4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

There total 8 articles about (4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene 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: 94.0%

: 1315500-63-0
(2R,3R,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1315500-64-1
(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

Guidance literature:: With 1H-imidazole; In dichloromethane; at 25 ℃; for 12h;
DOI:10.1055/s-0030-1260014

Reference yield:

: 1234580-28-9
(3S,4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-cyclohexylidenedioxy-3-methylhex-1-ene

: 1315500-64-1
(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

Guidance literature:: Multi-step reaction with 7 steps

1.1: ozone / dichloromethane / 1 h / -78 °C

1.2: 16 h / 20 °C / Inert atmosphere

2.1: indium(III) chloride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol / tetrahydrofuran; dichloromethane / 0.33 h / Inert atmosphere

2.2: 36 h / 20 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

5.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C

6.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 3 h / -78 °C

7.1: 1H-imidazole / dichloromethane / 12 h / 25 °C

With 1H-imidazole; indium(III) chloride; tetrabutyl ammonium fluoride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium acetate; potassium tri-sec-butyl-borohydride; ozone; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260014

Reference yield:

: 1315500-59-4
(2R,3S,4R)-3-tert-butyldiphenylsilyloxy-4,5-cyclohexylidenedioxy-2-methylpentanal

: 1315500-64-1
(4S,5S,6R,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: indium(III) chloride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol / tetrahydrofuran; dichloromethane / 0.33 h / Inert atmosphere

1.2: 36 h / 20 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

4.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C

5.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 3 h / -78 °C

6.1: 1H-imidazole / dichloromethane / 12 h / 25 °C

With 1H-imidazole; indium(III) chloride; tetrabutyl ammonium fluoride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium acetate; potassium tri-sec-butyl-borohydride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260014