1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene

Base Information

• Chemical Name: 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene
• CAS No.: 74879-21-3
• Molecular Formula: C₂₃H₂₀O₉
• Molecular Weight: 440.406
• DSSTox Substance ID: DTXSID901334099

Synonyms:SCHEMBL8684117;HAHVCPLYMPAHTL-UHFFFAOYSA-N;DTXSID901334099;74879-21-3;1-(3,4-dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene;1-(3,4-dimethoxyphenyl)-2,3-bis-(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene;dimethyl 8-(3,4-dimethoxyphenyl)-5-hydroxybenzo[f][1,3]benzodioxole-6,7-dicarboxylate

Chemical Property of 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 440.11073221
• Heavy Atom Count: 32
• Complexity: 684

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=C(C(=C(C3=CC4=C(C=C32)OCO4)O)C(=O)OC)C(=O)OC)OC

Technology Process of 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene

There total 2 articles about 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene 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%

2-(3,4-dimethoxy-α-hydroxybenzyl)-4,5-methylenedioxybenzaldehyde dimethylacetal (74879-24-6) + dimethyl acetylenedicarboxylate (762-42-5) → 2,3-bis(methoxycarbonyl)-1-(3,4-dimethoxyphenyl)-4-hydroxy-6,7-methylenedioxynaphthalene (74879-21-3)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 2h; Heating;

DOI:10.1248/cpb.43.1701

Reference yield:

→ 2,3-bis(methoxycarbonyl)-1-(3,4-dimethoxyphenyl)-4-hydroxy-6,7-methylenedioxynaphthalene (74879-21-3)

Guidance literature:

Reference yield: 87.0%

2,3-bis(methoxycarbonyl)-1-(3,4-dimethoxyphenyl)-4-hydroxy-6,7-methylenedioxynaphthalene (74879-21-3) → 9-(3,4-dimethoxyphenyl)-4-hydroxy-6,7-methylenedioxynaphtho<2,3-c>furan-1(3H)-one (53965-06-3)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 4h; Heating;

DOI:10.1248/cpb.43.1701

upstream raw materials:

2-(3,4-dimethoxy-α-hydroxybenzyl)-4,5-methylenedioxybenzaldehyde dimethylacetal

dimethyl acetylenedicarboxylate

Downstream raw materials:

9-(3,4-dimethoxyphenyl)-4-hydroxy-6,7-methylenedioxynaphtho<2,3-c>furan-1(3H)-one

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