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

Base Information

Chemical Name:(2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol
CAS No.:1315500-62-9
Molecular Formula:C₂₂H₃₀O₅
Molecular Weight:374.477
Hs Code.:

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

Suppliers and Price of (2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

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Technology Process of (2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

There total 5 articles about (2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol 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: 79.0%

: 1315500-61-8
(4S,5S,6S,7R)-4-benzoyloxy-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-ene

: 1315500-62-9
(2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1055/s-0030-1260014

Reference yield:

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

: 1315500-62-9
(2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

Guidance literature:: Multi-step reaction with 4 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

With indium(III) chloride; tetrabutyl ammonium fluoride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol; ozone; triethylamine; 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

: 1315500-62-9
(2R,3S,4R,5S)-5-benzoyloxy-1,2-cyclohexylidenedioxy-4-methyloct-7-en-3-ol

Guidance literature:: Multi-step reaction with 3 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

With indium(III) chloride; tetrabutyl ammonium fluoride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260014