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

Base Information

• Chemical Name: (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol
• CAS No.: 203317-81-1
• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.408

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

Chemical Property of (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol

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Technology Process of (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol

There total 2 articles about (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol 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: 82.0%

(1R,2R,3S)-1,2-O-Cyclohexylidene-5-hydroxymethyl-4-cyclohexen-1,2,3-triol (130021-74-8) + benzoyl chloride (98-88-4) → (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol (203317-81-1)

Guidance literature:

With 2,3,5-trimethyl-pyridine; In dichloromethane; Ambient temperature;

DOI:10.1016/0957-4166(96)00004-3

Reference yield: 55.0%

(1R,2R,3S)-1,2-O-Cyclohexylidene-5-hydroxymethyl-4-cyclohexen-1,2,3-triol (130021-74-8) + benzoyl chloride (98-88-4) → (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol (203317-81-1) + C27H28O6

Guidance literature:

With 1H-imidazole; at 10 ℃; Product distribution; other reagent, temperature;

DOI:10.1021/jo970907o

Reference yield: 97.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (1R,2R,3S)-5-(benzoyloxymethyl)-1,2-O-cyclohexylidene-4-cyclohexene-1,2,3-triol (203317-81-1) → (1R,2R,3S)-3-O-tert-butyldimethylsilyl-5-benzoyloxymethyl-1,2-O-cyclohexylidene-4-cyclohexen-1,2,3-triol (174966-54-2)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; Ambient temperature;

DOI:10.1016/0957-4166(96)00004-3

upstream raw materials:

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

benzoyl chloride

Downstream raw materials:

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

(2R)-trans-2,3-diacetoxy-1-[(benzoyloxy)methyl]cyclohexa-4,6-diene

(+)-β-senepoxide

α-senepoxide

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