1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

Base Information

Chemical Name:1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone
CAS No.:1402834-06-3
Molecular Formula:C₂₁H₁₈O₆
Molecular Weight:366.37
Hs Code.:

Synonyms:1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

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Chemical Property of 1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

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Technology Process of 1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

There total 4 articles about 1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone 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: 69.0%

: 1402833-99-1
diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

: 1402834-06-3
1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

Guidance literature:: diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate; With sodium tetrahydroborate; In methanol; at 20 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In methanol; water; for 1h; Inert atmosphere;
DOI:10.1007/s00044-012-0245-1

Reference yield:

: 1402833-91-3
C₁₉H₂₂O₆

: 1402834-06-3
1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / dichloromethane / 1 h / 140 °C

2.1: sodium tetrahydroborate / methanol / 6 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

With sodium tetrahydroborate; acetic acid; In methanol; dichloromethane; 1.1: |Diels-Alder Cycloaddition;
DOI:10.1007/s00044-012-0245-1

Reference yield:

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 1402834-06-3
1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / water; benzene / Reflux; Dean-Stark

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

3.1: acetic acid / dichloromethane / 1 h / 140 °C

4.1: sodium tetrahydroborate / methanol / 6 h / 20 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1007/s00044-012-0245-1