methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

Base Information

Chemical Name:methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate
CAS No.:811788-21-3
Molecular Formula:C₁₈H₁₈ClNO₈
Molecular Weight:411.796
Hs Code.:

Synonyms:methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

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Chemical Property of methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

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Technology Process of methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

There total 13 articles about methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate 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: 89.0%

: 811788-19-9
methyl 3-chloro-4,6-dihydroxy-2-[2-(4-methoxy-2,5-bis(methoxymethoxy)phenylcarbamoyl)ethyl]benzoate

: 811788-21-3
methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In dichloromethane; acetonitrile; at 25 ℃; for 0.25h;
DOI:10.1021/ol048266o

Reference yield:

: 811788-15-5
1-methoxy-2,5-bis(methoxymethoxy)-4-nitrobenzene

: 811788-21-3
methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate / 4 h

2: 94 percent / EDC; DMAP / CH₂Cl₂ / 3 h / 25 °C

3: 82 percent / TBAF / tetrahydrofuran / 0.33 h / 25 °C

4: 89 percent / NaI; TMSCl / CH₂Cl₂; acetonitrile / 0.25 h / 25 °C

With dmap; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ol048266o

Reference yield:

: 131223-60-4
2-methoxy-1,4-bis-methoxymethoxy-benzene

: 811788-21-3
methyl 3-chloro-2-[2-(2,5-dihydroxy-4-methoxyphenylcarbamoyl)ethyl]-4,6-dihydroxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 31 percent / ammonium nitrate; trifluoroacetic anhydride / tetrahydrofuran / 0.05 h / -10 °C

2: 99 percent / H₂ / Pd/C / ethyl acetate / 4 h

3: 94 percent / EDC; DMAP / CH₂Cl₂ / 3 h / 25 °C

4: 82 percent / TBAF / tetrahydrofuran / 0.33 h / 25 °C

5: 89 percent / NaI; TMSCl / CH₂Cl₂; acetonitrile / 0.25 h / 25 °C

With dmap; chloro-trimethyl-silane; ammonium nitrate; tetrabutyl ammonium fluoride; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic anhydride; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ol048266o