4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

Base Information

Chemical Name:4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan
CAS No.:749256-70-0
Molecular Formula:C₅₂H₅₂O₁₀
Molecular Weight:836.979
Hs Code.:

Synonyms:4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

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Chemical Property of 4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

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Technology Process of 4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

There total 3 articles about 4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan 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:

: 88607-74-3
4'-acetoxy-5-hydroxy-7-methoxynaringenin

: 78153-79-4,89025-46-7,94898-42-7,94898-43-8,101966-50-1,143615-35-4,122741-44-0
2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride

: 4'-acetoxy-5-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-7-methoxyflavan

: 4'-acetoxy-5-O-(2,3,4,6-tetra-O-benzyl-βa-D-glucopyranosyl)-7-methoxyflavan

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

: 749256-70-0
4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1.5h; Title compound not separated from byproducts;
DOI:10.1021/jo0494681

Reference yield:

: 749256-67-5
(±)-5,4'-diacetoxy-7-methoxyflavan-4-one

: 749256-70-0
4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

2: BF₃*Et₂O / acetonitrile / 1.5 h / 20 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo0494681

Reference yield:

: 520-29-6
5,4'-dihydroxy-7-methoxyflavanone

: 749256-70-0
4'-acetoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxyflavan

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / trimethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / 20 °C

2: 85 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

3: BF₃*Et₂O / acetonitrile / 1.5 h / 20 °C

With dmap; sodium tetrahydroborate; boron trifluoride diethyl etherate; trimethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo0494681