5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one

Base Information

• Chemical Name: 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one
• CAS No.: 870094-83-0
• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.412
• Mol file: 870094-83-0.mol

Synonyms:5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one

Chemical Property of 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one

There total 5 articles about 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one 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: 76.0%

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxaldehyde (870094-82-9) + 3-iodobut-2-enoic acid ethyl ester → 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one (870094-83-0)

Guidance literature:

3-iodobut-2-enoic acid ethyl ester; With isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; at -20 ℃;

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxaldehyde; In tetrahydrofuran; diethyl ether; at -40 ℃; for 1h;

DOI:10.1002/anie.200501890

Reference yield:

[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]methanol (870094-81-8) → 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one (870094-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MnO₂ / CH₂Cl₂ / 2 h / 20 °C

2.1: iPrMgCl / tetrahydrofuran; diethyl ether / -20 °C

2.2: 76 percent / tetrahydrofuran; diethyl ether / 1 h / -40 °C

With manganese(IV) oxide; isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/anie.200501890

Reference yield:

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester (870094-80-7) → 5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one (870094-83-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 92 percent / BH₃*THF / tetrahydrofuran / 14 h / Heating

2.1: MnO₂ / CH₂Cl₂ / 2 h / 20 °C

3.1: iPrMgCl / tetrahydrofuran; diethyl ether / -20 °C

3.2: 76 percent / tetrahydrofuran; diethyl ether / 1 h / -40 °C

With manganese(IV) oxide; borane-THF; isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/anie.200501890

upstream raw materials:

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxaldehyde

[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]methanol

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate

Downstream raw materials:

eupomatilone-3