(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

Base Information

Chemical Name:(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol
CAS No.:1315500-65-2
Molecular Formula:C₃₂H₄₀O₅Si
Molecular Weight:532.752
Hs Code.:

Synonyms:(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

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Chemical Property of (2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

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Technology Process of (2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

There total 9 articles about (2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol 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: 91.0%

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

: 1315500-65-2
(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

Guidance literature:: With water; trifluoroacetic acid; at 9 ℃; 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

: 1315500-65-2
(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

Guidance literature:: Multi-step reaction with 8 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

8.1: water; trifluoroacetic acid / 3 h / 9 °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; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260014

Reference yield:

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

: 1315500-65-2
(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

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

2: water; trifluoroacetic acid / 3 h / 9 °C

With 1H-imidazole; water; trifluoroacetic acid; In dichloromethane;
DOI:10.1055/s-0030-1260014