[4-[(E)-2-(6-acetyloxy-4-oxo-3,1-benzoxazin-2-yl)ethenyl]phenyl] acetate

Base Information

• Chemical Name: [4-[(E)-2-(6-acetyloxy-4-oxo-3,1-benzoxazin-2-yl)ethenyl]phenyl] acetate
• CAS No.: 78183-21-8
• Molecular Formula: C20H15NO6
• Molecular Weight: 365.342
• DSSTox Substance ID: DTXSID901134934
• Nikkaji Number: J37.395H
• Mol file: 78183-21-8.mol

Synonyms:78183-21-8;DTXSID901134934;4H-3,1-Benzoxazin-4-one, 6-(acetyloxy)-2-[2-[4-(acetyloxy)phenyl]ethenyl]-, (E)-

Chemical Property of [4-[(E)-2-(6-acetyloxy-4-oxo-3,1-benzoxazin-2-yl)ethenyl]phenyl] acetate

Chemical Property:

• PSA: 95.70000
• LogP: 3.20900
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 365.08993720
• Heavy Atom Count: 27
• Complexity: 647

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C=CC2=NC3=C(C=C(C=C3)OC(=O)C)C(=O)O2
• Isomeric SMILES: CC(=O)OC1=CC=C(C=C1)/C=C/C2=NC3=C(C=C(C=C3)OC(=O)C)C(=O)O2

Technology Process of [4-[(E)-2-(6-acetyloxy-4-oxo-3,1-benzoxazin-2-yl)ethenyl]phenyl] acetate

There total 2 articles about [4-[(E)-2-(6-acetyloxy-4-oxo-3,1-benzoxazin-2-yl)ethenyl]phenyl] acetate 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: 75.0%

6-acetoxy-2-methyl-4H-3,1-benzoxazin-4-one (1882-75-3) + 4-formylphenyl acetate (878-00-2) → avenalumin I diacetate (78183-21-8)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 48h; Heating;

DOI:10.1016/S0040-4039(01)93288-5

Reference yield:

Avenalumin 1 (78164-38-2) + acetic anhydride (108-24-7) → avenalumin I diacetate (78183-21-8)

Guidance literature:

In pyridine; Ambient temperature; overnight;

DOI:10.1016/S0040-4039(01)93288-5

Reference yield: 45.0%

avenalumin I diacetate (78183-21-8) → Avenalumin 1 (78164-38-2)

Guidance literature:

With sodium tetrahydroborate; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(01)93288-5

upstream raw materials:

6-acetoxy-2-methyl-4H-3,1-benzoxazin-4-one

4-formylphenyl acetate

Avenalumin 1

acetic anhydride

Downstream raw materials:

Avenalumin 1

(E)-5-hydroxy-2-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]amino]benzoic acid

methyl p-hydroxycinnamate

methyl 2-amino-5-hydroxybenzoate