5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

Base Information

Chemical Name:5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene
CAS No.:148117-04-8
Molecular Formula:C₂₅H₂₇BrO₇
Molecular Weight:519.389
Hs Code.:

Synonyms:5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

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Chemical Property of 5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

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Technology Process of 5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

There total 8 articles about 5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene 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: 84.0%

: 107-30-2
chloromethyl methyl ether

: 148117-03-7
5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

: 148117-04-8
5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

Guidance literature:: 5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene; With N-Bromosuccinimide; In chloroform; for 6h; Heating;

chloromethyl methyl ether; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 4h;
DOI:10.1139/cjc-79-11-1711

Reference yield:

: 85954-40-1
3-Bromo-5,7-dihydroxy-2,6-dimethyl-[1,4]naphthoquinone

: 148117-04-8
5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

Guidance literature:: Multi-step reaction with 5 steps

1.1: P₂O₅ / CHCl₃

2.1: 90 percent / Ag₂O / CHCl₃ / 24 h / 23 °C

3.1: CeCl₃*7H₂O; NaBH₄ / dioxane; H₂O / 0 °C

3.2: 89 percent / 50 percent NaOH / dioxane; H₂O / 1 h / 23 °C

4.1: 98 percent / n-BuLi / tetrahydrofuran / 4 h / -78 - 20 °C

5.1: N-bromosuccinimide / CHCl₃ / 6 h / Heating

5.2: 84 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / 23 °C

With sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; phosphorus pentoxide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; chloroform; water;
DOI:10.1139/cjc-79-11-1711

Reference yield:

: 85954-41-2
3-Bromo-5-hydroxy-7-methoxymethoxy-2,6-dimethyl-[1,4]naphthoquinone

: 148117-04-8
5-benzyloxy-8-bromo-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethylnaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / Ag₂O / CHCl₃ / 24 h / 23 °C

2.1: CeCl₃*7H₂O; NaBH₄ / dioxane; H₂O / 0 °C

2.2: 89 percent / 50 percent NaOH / dioxane; H₂O / 1 h / 23 °C

3.1: 98 percent / n-BuLi / tetrahydrofuran / 4 h / -78 - 20 °C

4.1: N-bromosuccinimide / CHCl₃ / 6 h / Heating

4.2: 84 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / 23 °C

With sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; chloroform; water;
DOI:10.1139/cjc-79-11-1711