(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

Base Information

Chemical Name:(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol
CAS No.:174966-55-3
Molecular Formula:C₂₆H₄₀O₇Si
Molecular Weight:492.685
Hs Code.:

Synonyms:(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

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Chemical Property of (1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

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Technology Process of (1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

There total 7 articles about (1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol 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: 75.0%

: 174966-54-2
(1R,2R,3S)-3-O-tert-butyldimethylsilyl-5-benzoyloxymethyl-1,2-O-cyclohexylidene-4-cyclohexen-1,2,3-triol

: 174966-55-3
(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

Guidance literature:: With sodium periodate; ruthenium tetroxide; In ethyl acetate; acetonitrile; at 0 ℃;
DOI:10.1016/0957-4166(96)00004-3

Reference yield:

: 130021-74-8
(1R,2R,3S)-1,2-O-Cyclohexylidene-5-hydroxymethyl-4-cyclohexen-1,2,3-triol

: 174966-55-3
(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / collidine / CH₂Cl₂ / 2 h / -78 - 25 °C

2: 97 percent / imidazole, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

3: 75 percent / RuCl₃, NaIO₄ / ethyl acetate; acetonitrile / 0.05 h / 0 °C

With 1H-imidazole; 2,3,5-trimethyl-pyridine; dmap; ruthenium trichloride; sodium periodate; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo970907o

Reference yield:

: 203317-81-1
(1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol

: 174966-55-3
(1R,2S,3S,4R,5R)-3-O-tert-butyldimethylsilyl-1-benzoyloxymethyl-4,5-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentaol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / imidazole, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

2: 75 percent / RuCl₃, NaIO₄ / ethyl acetate; acetonitrile / 0.05 h / 0 °C

With 1H-imidazole; dmap; ruthenium trichloride; sodium periodate; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo970907o