methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

Base Information

Chemical Name:methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate
CAS No.:1431956-40-9
Molecular Formula:C₃₁H₃₂O₁₂
Molecular Weight:596.588
Hs Code.:

methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

Synonyms:methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

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Chemical Property of methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

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Technology Process of methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

There total 10 articles about methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate 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: 70.0%

: 1431956-11-4
7-(ethoxymethoxy)-6-iodo-2,5-dimethoxynaphthalene-1,4-dione

: 1431956-34-1
methyl 4-(but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

: 1431956-40-9
methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

Guidance literature:: 7-(ethoxymethoxy)-6-iodo-2,5-dimethoxynaphthalene-1,4-dione; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 1h; Inert atmosphere;

methyl 4-(but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate; In N,N-dimethyl-formamide; at 68 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol400864f

Reference yield:

: 23030-65-1
2-bromo-5-methoxycyclohexa-2,5-diene-1,4-dione

: 1431956-40-9
methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: benzene / 8 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere

3.1: C₄H₁₂N⁽¹⁺⁾*C₂H₆I^(1-) / acetonitrile / 3 h / 25 - 68 °C

3.2: 4 h / 68 °C

4.1: caesium carbonate / acetone; N,N-dimethyl-formamide / 12 h / Reflux

5.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere

5.2: 4 h / 68 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; C₄H₁₂N⁽¹⁺⁾*C₂H₆I^(1-); potassium carbonate; caesium carbonate; triethylamine; In N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 5.1: |Sonogashira Cross-Coupling / 5.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol400864f

Reference yield:

: 1431956-24-9
C₁₄H₁₃IO₆

: 1431956-40-9
methyl 4-(4-(3-(ethoxymethoxy)-1,6-dimethoxy-5,8-dioxo-5,8-dihydronaphthalen-2-yl)but-3-yn-1-yl)-3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate / acetone; N,N-dimethyl-formamide / 12 h / Reflux

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere

2.2: 4 h / 68 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; triethylamine; In N,N-dimethyl-formamide; acetone; 2.1: |Sonogashira Cross-Coupling / 2.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol400864f