hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose

Base Information

• Chemical Name: hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose
• CAS No.: 126347-62-4
• Molecular Formula: C₅₇H₆₂O₂₇
• Molecular Weight: 1179.1

Synonyms:hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose

Chemical Property of hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose

Chemical Property:

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Technology Process of hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose

There total 6 articles about hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose 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:

C57H64O28 → hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose (126347-62-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1248/cpb.58.435

Reference yield:

methyl 4-O-tert-butyldimethylsilyl-6-O-[(S)-2-{6-hydroxymethyl-2,3-dimethoxy-4-(2,3,4-trimethoxy-6-methoxycarbonylphenoxy)-phenyl}-3,4,5-trimethoxybenzoyl]-2,3-di-O-(3,4,5-trimethoxybenzoyl)-α-D-glucopyranoside → hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose (126347-62-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

2: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 42 h / 20 °C / Inert atmosphere

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tet.2011.01.004

Reference yield:

C63H78O27Si → hexadeca-O-methyl-2,3-di-O-galloyl-4,6-(S)-valoneoyl-α-D-glucose (126347-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 42 h / 20 °C / Inert atmosphere

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tet.2011.01.004

upstream raw materials:

dimethyl sulfate

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