5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale

Base Information

Chemical Name:5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale
CAS No.:148117-05-9
Molecular Formula:C₂₈H₃₂O₈
Molecular Weight:496.557
Hs Code.:

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

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

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

There total 9 articles about 5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale 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: 77.0%

: 148117-12-8
8-Benzyloxy-5-(1-hydroxy-propyl)-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-naphthalene-2-carboxylic acid methyl ester

: 148117-05-9
5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale

Guidance literature:: With pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/0040-4039(93)85004-G

Reference yield:

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

: 148117-05-9
5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale

Guidance literature:: Multi-step reaction with 7 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

6.1: 80 percent / n-BuLi / tetrahydrofuran / -100 - 0 °C

7.1: 77 percent / sodium acetate; pyridinium chlorochromate / CH₂Cl₂ / 26 h / 23 °C

With sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; sodium acetate; phosphorus pentoxide; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 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

: 148117-05-9
5-benzyloxy-3-carbomethoxy-1,4-dimethoxy-7-methoxymethoxy-2,6-dimethyl-8-propanoylnaphthale

Guidance literature:: Multi-step reaction with 6 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

5.1: 80 percent / n-BuLi / tetrahydrofuran / -100 - 0 °C

6.1: 77 percent / sodium acetate; pyridinium chlorochromate / CH₂Cl₂ / 26 h / 23 °C

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