8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

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Chemical Name:8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid
CAS No.:406214-36-6
Molecular Formula:C₂₇H₃₀O₈
Molecular Weight:482.53
Hs Code.:

Synonyms:8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

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Chemical Property of 8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

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Technology Process of 8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

There total 10 articles about 8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid 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: 87.0%

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

: 406214-36-6
8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-propyl mercaptyl anion; at 23 ℃; for 3h;
DOI:10.1139/cjc-79-11-1711

Reference yield:

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

: 406214-36-6
8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 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

8.1: 87 percent / DMPU; n-propylmercaptide / 3 h / 23 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; n-propyl mercaptyl anion; 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

: 406214-36-6
8-Benzyloxy-1,4-dimethoxy-6-methoxymethoxy-3,7-dimethyl-5-propionyl-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 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

7.1: 87 percent / DMPU; n-propylmercaptide / 3 h / 23 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; n-propyl mercaptyl anion; sodium acetate; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water;
DOI:10.1139/cjc-79-11-1711