diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate

Base Information

• Chemical Name: diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate
• CAS No.: 64897-37-6
• Molecular Formula: C₂₆H₂₈O₁₀
• Molecular Weight: 500.502
• Mol file: 64897-37-6.mol

Synonyms:diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate

Chemical Property of diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate

There total 5 articles about diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate 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%

8-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6,6-dicarboxylic acid diethyl ester (77461-26-8,77461-27-9) → diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate (64897-37-6)

Guidance literature:

With Pyr*CrO₃*HCl; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00326a056

Reference yield: 50.0%

C16H18N2O5S + diethyl 2-(2-(6-iodobenzo[d][1,3]dioxol-5-yl)-2-oxoethyl)malonate → diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate (64897-37-6)

Guidance literature:

C₁₆H₁₈N₂O₅S; diethyl 2-(2-(6-iodobenzo[d][1,3]dioxol-5-yl)-2-oxoethyl)malonate; With sodium hydride; In tetrahydrofuran; mineral oil; at -10 - 23 ℃; for 0.333333h; Inert atmosphere;

With dichloro bis(acetonitrile) palladium(II); P(p-C₆H₄F)3; In tetrahydrofuran; mineral oil; at 60 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02343

Reference yield:

5-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6,6-dicarboxylic acid diethyl ester (65060-98-2) → diethyl 8-oxo-5-(3,4,5-trimethoxyphenyl)-7,8-dihydronaphtho-[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate (64897-37-6)

Guidance literature:

With N-Bromosuccinimide; In 1,4-dioxane; benzophenone;

upstream raw materials:

8-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6,6-dicarboxylic acid diethyl ester

4-Methoxy-2,2-dicarbethoxy-6,7-methylenedioxy-1-(3',4',5'-trimethoxyphenyl)tetralin

5-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6,6-dicarboxylic acid diethyl ester

Downstream raw materials:

(5α,5aα,8aβ)-5,5a,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo<3',4':6,7>naphtho<2,3-d>-1,3-dioxole-6(5aH),9-(8aH)-dione

(5aS,8aS,9R)-5a-Hydroxymethyl-9-(3,4,5-trimethoxy-phenyl)-5a,6,8a,9-tetrahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione

1,2,3,4-tetrahydro-6,7-methylenedioxy-4-oxo-1-(3,4,5-trimethoxyphenyl)naphthalene-2-carboxylic acid