(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

Base Information

Chemical Name:(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol
CAS No.:827043-51-6
Molecular Formula:C₃₄H₃₄O₁₀
Molecular Weight:602.638
Hs Code.:

Synonyms:(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

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Chemical Property of (1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

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Technology Process of (1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

There total 4 articles about (1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol 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: 85.0%

: 827043-50-5
(1R,2S,3S,4R,5R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4,5-pentol

: 827043-51-6
(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ja0470158

Reference yield:

: 827043-47-0
(1R,2R,3S)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-5-(hydroxymethyl)-4-cyclohexene-1,2,3-triol

: 827043-51-6
(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DMAP; pyridine / 12 h / 20 °C

2: 94 percent / RuCl₃; aq. NaIO₄ / ethyl acetate; acetonitrile / 0.05 h / 0 °C

3: 99 percent / DMAP; pyridine / 12 h / 20 °C

4: 85 percent / pyridine; SOCl₂ / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; ruthenium trichloride; sodium periodate; thionyl chloride; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja0470158

Reference yield:

: 827043-48-1
(1R,2R,3S)-3-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3-triol

: 827043-51-6
(1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / RuCl₃; aq. NaIO₄ / ethyl acetate; acetonitrile / 0.05 h / 0 °C

2: 99 percent / DMAP; pyridine / 12 h / 20 °C

3: 85 percent / pyridine; SOCl₂ / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; ruthenium trichloride; sodium periodate; thionyl chloride; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja0470158