4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

Base Information

Chemical Name:4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid
CAS No.:850893-27-5
Molecular Formula:C₄₅H₃₈O₁₄
Molecular Weight:802.788
Hs Code.:

Synonyms:4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

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Chemical Property of 4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

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Technology Process of 4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

There total 4 articles about 4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid 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: 90.0%

: 428857-87-8
1-O-benzyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-butanetriol

: 850893-27-5
4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 18h;
DOI:10.1081/CAR-200050541

Reference yield:

: 428857-92-5
(+/-)-4-O-allyl-1-O-benzyl-1,2,4-butanetriol

: 850893-27-5
4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.17 h / 0 °C

2: 27 percent / acetic acid; sodium acetate; palladium(II) chloride / dioxane / 24 h / 20 °C / pH 4.5

3: 90 percent / sodium periodate; ruthenium(III) chloride / CCl₄; acetonitrile; H₂O / 18 h / 20 °C

With ruthenium trichloride; sodium periodate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; acetic acid; palladium dichloride; In 1,4-dioxane; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1081/CAR-200050541

Reference yield:

: 428857-94-7
4-O-allyl-1-O-benzyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-butanetriol

: 850893-27-5
4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(3S)-3,4-dihydroxy-butanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / acetic acid; sodium acetate; palladium(II) chloride / dioxane / 24 h / 20 °C / pH 4.5

2: 90 percent / sodium periodate; ruthenium(III) chloride / CCl₄; acetonitrile; H₂O / 18 h / 20 °C

With ruthenium trichloride; sodium periodate; sodium acetate; acetic acid; palladium dichloride; In 1,4-dioxane; tetrachloromethane; water; acetonitrile;
DOI:10.1081/CAR-200050541