5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

Base Information

Chemical Name:5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde
CAS No.:1437308-62-7
Molecular Formula:C₂₂H₂₂O₅
Molecular Weight:366.414
Hs Code.:

Synonyms:5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

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Chemical Property of 5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

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Technology Process of 5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

There total 8 articles about 5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde 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: 93.0%

: 1437308-61-6
5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalen-1-yl methanol

: 1437308-62-7
5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/jo400737f

Reference yield:

: 58402-40-7
2-(benzyloxy)-3-(bromomethyl)-1-methoxybenzene

: 1437308-62-7
5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 20 °C

1.2: 1.25 h / 0 °C

1.3: 1.5 h / 0 - 20 °C

2.1: acetic acid; manganese triacetate

2.2: Reflux

3.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 20 °C

3.2: 1 h / 0 - 20 °C

4.1: diisobutylaluminium hydride / toluene / 2.5 h / -78 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

With manganese triacetate; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo400737f

Reference yield:

: 100-44-7
benzyl chloride

: 1437308-62-7
5-benzyloxy-6-methoxy-2-methoxymethoxy-3-methylnaphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / ethanol / 8 h / Reflux

2.1: sodium tetrahydroborate / 1 h / 0 - 20 °C

3.1: phosphorus tribromide / 1,4-dioxane / 1 h / 40 °C

4.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 20 °C

4.2: 1.25 h / 0 °C

4.3: 1.5 h / 0 - 20 °C

5.1: acetic acid; manganese triacetate

5.2: Reflux

6.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 20 °C

6.2: 1 h / 0 - 20 °C

7.1: diisobutylaluminium hydride / toluene / 2.5 h / -78 - 20 °C

8.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

With sodium tetrahydroborate; manganese triacetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene;
DOI:10.1021/jo400737f