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

Base Information

• Chemical Name: 7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester
• CAS No.: 870094-80-7
• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.363
• Mol file: 870094-80-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-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: 92.0%

methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate (81474-47-7) + 3,4,5-trimethoxyphenylboronic Acid (182163-96-8) → 7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester (870094-80-7)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate; In tetrahydrofuran; for 20h; Heating;

DOI:10.1002/anie.200501890

Reference yield: 92.0%

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester (870094-80-7) → [7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]methanol (870094-81-8)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 14h; Heating;

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-dihydro-furan-2-one

Guidance literature:

Multi-step reaction with 4 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

4.1: polymethylhydrosiloxane; copper(II) chloride dihydrate; sodium tert-butoxide / (S)-2,2'-bis(diphenylphosphino)-6,6'-dimethoxybiphenyl / tetrahydrofuran; CH₂Cl₂; 2-methyl-propan-2-ol / 24 h / 20 °C

With manganese(IV) oxide; polymethylhydrosiloxane; borane-THF; isopropylmagnesium chloride; copper dichloride; sodium t-butanolate; (S)-(-)-(6,6’-dimethoxybiphenyl-2,2’-diyl)bis(diphenylphosphine); In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl alcohol;

DOI:10.1002/anie.200501890

upstream raw materials:

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

3,4,5-trimethoxyphenylboronic Acid

Downstream raw materials:

[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-carboxaldehyde

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

eupomatilone-3