(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

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Chemical Name:(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
CAS No.:827043-50-5
Molecular Formula:C₃₄H₃₆O₁₁
Molecular Weight:620.653
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 99.0%

: 98-88-4
benzoyl chloride

: 827043-49-2
(1R,2S,3S,4R,5R)-3-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4,5-pentol

: 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

Guidance literature:: With pyridine; dmap; 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

: 827043-50-5
(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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; dmap; ruthenium trichloride; sodium periodate; In 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

: 827043-50-5
(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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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