(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

Base Information

Chemical Name:(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester
CAS No.:151697-40-4
Molecular Formula:C₂₃H₂₄O₉
Molecular Weight:444.438
Hs Code.:

Synonyms:(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

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Chemical Property of (5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

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Technology Process of (5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

There total 6 articles about (5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 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: 86.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: (5R,5aR,8aS,9R)-8,9-Dihydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

: 151697-40-4
(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

Guidance literature:: In methanol; diethyl ether; at 0 ℃;
DOI:10.1039/c39930001200

Reference yield:

: 151697-35-7
C₃₃H₃₈O₁₀

: 151697-40-4
(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / AcOH / 13 h / 49 °C

2: 71 percent / H₂ / 10percent Pd/C / ethyl acetate / 40 h / 22 °C

3: 80.5 percent / acetic acid; tetrahydrofuran / 3 h / 20 °C

4: 32.1 percent / aq. HCl / dioxane / 51 h / 41 - 43 °C

5: 85 percent / methanol; diethyl ether / 0 - 5 °C

With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; acetic acid; ethyl acetate;
DOI:10.1039/P19960000151

Reference yield:

: 116097-18-8
6,7-methylenedioxy-1-(3',4',5'-trimethoxyphenyl)-2-benzopyran-3-one

: 151697-40-4
(5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / acetonitrile / 29 h / 50 °C

2: 87 percent / AcOH / 13 h / 49 °C

3: 71 percent / H₂ / 10percent Pd/C / ethyl acetate / 40 h / 22 °C

4: 80.5 percent / acetic acid; tetrahydrofuran / 3 h / 20 °C

5: 32.1 percent / aq. HCl / dioxane / 51 h / 41 - 43 °C

6: 85 percent / methanol; diethyl ether / 0 - 5 °C

With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1039/P19960000151