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

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-methoxyflavanone
CAS No.:749256-80-2
Molecular Formula:C₆₆H₆₀O₂₄
Molecular Weight:1237.19
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-methoxyflavanone

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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-methoxyflavanone

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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-methoxyflavanone

There total 6 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-methoxyflavanone 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: 84.0%

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

: 749256-79-9
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-7-methoxyflavanone

: 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

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;
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

: 749256-80-2
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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 98-88-4
benzoyl chloride

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

2: 43 percent / ceric ammonium nitrite; acetic acid / acetonitrile; H₂O / 0.5 h / 50 °C

3: 80 percent / AcCl / methanol; CHCl₃ / 2 h / 20 °C

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

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; acetic acid; acetyl chloride; In methanol; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/jo0494681