5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

Base Information

Chemical Name:5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone
CAS No.:749256-81-3
Molecular Formula:C₆₆H₅₈O₂₄
Molecular Weight:1235.17
Hs Code.:

Synonyms:5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

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Chemical Property of 5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

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Technology Process of 5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

There total 8 articles about 5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone 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: 83.0%

: 749256-80-2
5'-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavanone

: 749256-81-3
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; at 140 ℃; for 13h;
DOI:10.1021/jo0494681

Reference yield:

: 749256-76-6
5,4'-diacetoxy-6-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-methoxyflavan

: 749256-81-3
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd(OH)2/C / methanol; ethyl acetate / 1.5 h / 20 °C / 760 Torr

2: 4-dimethylaminopyridine; pyridine / 1 h / 60 °C

3: 43 percent / ceric ammonium nitrite; acetic acid / acetonitrile; H₂O / 0.5 h / 50 °C

4: 80 percent / AcCl / methanol; CHCl₃ / 2 h / 20 °C

5: 84 percent / 2,6-di-tert-butyl-4-methylpyridine; BF₃*Et₂O / CH₂Cl₂ / 1 h / 20 °C

6: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / chlorobenzene / 13 h / 140 °C

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; hydrogen; acetic acid; acetyl chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In methanol; dichloromethane; chloroform; water; ethyl acetate; chlorobenzene; acetonitrile;
DOI:10.1021/jo0494681

Reference yield:

: 162489-61-4
2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranosyl fluoride

: 749256-81-3
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / 2,6-di-tert-butyl-4-methylpyridine; BF₃*Et₂O / CH₂Cl₂ / 1 h / 20 °C

2: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / chlorobenzene / 13 h / 140 °C

With 2,6-di-tert-butyl-4-methylpyridine; boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chlorobenzene;
DOI:10.1021/jo0494681