tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

Base Information

• Chemical Name: tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester
• CAS No.: 114653-47-3
• Molecular Formula: C₃₇H₄₄O₁₆
• Molecular Weight: 744.747

Synonyms:tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

Chemical Property of tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

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Technology Process of tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

There total 2 articles about tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester 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:

3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid (114637-82-0) → tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester (114653-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 mg / 5 percent HCl / 1 h / Ambient temperature

2: 35 mg / Na₂CO₃ / acetone

With hydrogenchloride; sodium carbonate; In acetone;

DOI:10.1248/cpb.36.87

Reference yield:

3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester (114637-86-4) + dimethyl sulfate (77-78-1) → tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester (114653-47-3)

Guidance literature:

With sodium carbonate; In acetone;

DOI:10.1248/cpb.36.87

Reference yield:

tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester (114653-47-3) → dimethyl 3-hydroxy-3-methylglutarate (56652-39-2) + methyl (E)-3-(3,4-dimethoxyphenyl)acrylate (5396-64-5) + di-O-methylchlorogenic acid methyl ester (103744-79-2,123410-66-2) + 3-Hydroxy-3-methyl-pentanedioic acid (1R,2R,3R,5S)-3-[(E)-3-(3,4-dimethoxy-phenyl)-acryloyloxy]-2,5-dihydroxy-5-methoxycarbonyl-cyclohexyl ester methyl ester (103744-78-1)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1248/cpb.36.87

upstream raw materials:

3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

dimethyl sulfate

3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid

Downstream raw materials:

dimethyl 3-hydroxy-3-methylglutarate

methyl (E)-3-(3,4-dimethoxyphenyl)acrylate

di-O-methylchlorogenic acid methyl ester

3-Hydroxy-3-methyl-pentanedioic acid (1R,2R,3R,5S)-3-[(E)-3-(3,4-dimethoxy-phenyl)-acryloyloxy]-2,5-dihydroxy-5-methoxycarbonyl-cyclohexyl ester methyl ester

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