2-(6-Methoxy-3-oxocyclohexa-1,4-dienylcarbaMoyl)phenyl acetate coMpound with MethoxyMethane (1:1)

Base Information

• Chemical Name: 2-(6-Methoxy-3-oxocyclohexa-1,4-dienylcarbaMoyl)phenyl acetate coMpound with MethoxyMethane (1:1)
• CAS No.: 287194-31-4
• Molecular Formula: C17H17NO6
• Molecular Weight: 331.325
• Mol file: 287194-31-4.mol

Synonyms:

Chemical Property of 2-(6-Methoxy-3-oxocyclohexa-1,4-dienylcarbaMoyl)phenyl acetate coMpound with MethoxyMethane (1:1)

Chemical Property:

• Melting Point: 150-152 °C
• Boiling Point: 562.7±50.0 °C(Predicted)
• PKA: 10.66±0.40(Predicted)
• PSA: 81.70000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 1.77040

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(6-Methoxy-3-oxocyclohexa-1,4-dienylcarbaMoyl)phenyl acetate coMpound with MethoxyMethane (1:1)

There total 4 articles about 2-(6-Methoxy-3-oxocyclohexa-1,4-dienylcarbaMoyl)phenyl acetate coMpound with MethoxyMethane (1:1) 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: 50.0%

methanol (67-56-1) + acetic acid 2-(2,5-dimethoxyphenylcarbamoyl)phenyl ester (287194-30-3) → acetic acid 2-(6,6-dimethoxy-3-oxocyclohexa-1,4-dienylcarbamoyl)phenyl ester (287194-31-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; at 0 ℃; for 1h;

DOI:10.1016/S0960-894X(00)00114-1

Reference yield:

acetic acid 2-(3,3,6,6-tetramethoxy-cyclohexa-1,4-dienylcarbamoyl)-phenyl ester → acetic acid 2-(6,6-dimethoxy-3-oxocyclohexa-1,4-dienylcarbamoyl)phenyl ester (287194-31-4)

Guidance literature:

With hydrogenchloride; In methanol; ethyl acetate;

DOI:10.1016/j.tet.2004.01.103

Reference yield:

2,5-dimethoxyaniline (102-56-7,102526-87-4) → acetic acid 2-(6,6-dimethoxy-3-oxocyclohexa-1,4-dienylcarbamoyl)phenyl ester (287194-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 0.5 h / 0 °C

2: 50 percent / PhI(OAc)2 / 1 h / 0 °C

With pyridine; [bis(acetoxy)iodo]benzene; 1: Acylation / 2: Oxidation;

DOI:10.1016/S0960-894X(00)00114-1

upstream raw materials:

methanol

acetic acid 2-(2,5-dimethoxyphenylcarbamoyl)phenyl ester

2,5-dimethoxyaniline

O-acetylsalicyloyl chloride

Downstream raw materials:

N-(2,2-dimethoxy-5-oxobicyclo[4.1.0]hept-3-en-3-yl)-2-hydroxybenzamide

2-hydroxy-N-(2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl)benzamide

(-)-2-hydroxy-N-(2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl)benzamide

3,3-dimethoxy-4,5-epoxy-6-hydroxy-2-salicyloylamino-cyclohexene

Refernces

• 1、 Matsumoto, Naoki,Ariga, Akiko,To-E, Sakino,Nakamura, Hikaru,Agata, Naoki,Hirano, Shin-Ichi,Inoue, Jun-Ichiro,Umezawa, Kazuo. "Synthesis of NF-κB activation inhibitors derived from epoxyquinomicin C". . p. 865 - 869. Retrieved 2007/10/03.