3H-Oxazolo[4,3-a]isoquinolin-3-one, 5,6-dihydro-8,9-dimethoxy-1-phenyl-

Base Information

• Chemical Name: 3H-Oxazolo[4,3-a]isoquinolin-3-one, 5,6-dihydro-8,9-dimethoxy-1-phenyl-
• CAS No.: 67909-89-1
• Molecular Formula: C19H17NO4
• Molecular Weight: 323.348
• Mol file: 67909-89-1.mol

Synonyms:3H-Oxazolo[4,3-a]isoquinolin-3-one,5,6-dihydro-8,9-dimethoxy-1-phenyl;8,9-dimethoxy-1-phenyl-5,6-dihydro[1,3]oxazolo[4,3-a]isoquinolin-3-one;

Chemical Property of 3H-Oxazolo[4,3-a]isoquinolin-3-one, 5,6-dihydro-8,9-dimethoxy-1-phenyl-

Chemical Property:

• Vapor Pressure: 7.41E-10mmHg at 25°C
• Boiling Point: 492.9oC at 760 mmHg
• Flash Point: 251.9oC
• PSA: 53.60000
• Density: 1.34g/cm3
• LogP: 3.34860

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3H-Oxazolo[4,3-a]isoquinolin-3-one, 5,6-dihydro-8,9-dimethoxy-1-phenyl-

There total 8 articles about 3H-Oxazolo[4,3-a]isoquinolin-3-one, 5,6-dihydro-8,9-dimethoxy-1-phenyl- 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%

1-[1-Acetoxy-1-phenyl-meth-(Z)-ylidene]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester (112970-29-3) → 8,9-dimethoxy-1-phenyl-5,6-dihydro-3H-oxazolo[4,3-a]isoquinolin-3-one (67909-89-1)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/jo00241a011

Reference yield: 59.0%

tert-butyl 3,4-dimethoxyphenethyl(phenylethynyl)carbamate → 8,9-dimethoxy-1-phenyl-5,6-dihydro-3H-oxazolo[4,3-a]isoquinolin-3-one (67909-89-1)

Guidance literature:

tert-butyl 3,4-dimethoxyphenethyl(phenylethynyl)carbamate; With bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In methanol; dichloromethane; at -96 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.bmc.2017.03.034

Reference yield:

1-Bromo-2-phenylacetylene (932-87-6) → 8,9-dimethoxy-1-phenyl-5,6-dihydro-3H-oxazolo[4,3-a]isoquinolin-3-one (67909-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; potassium hexamethylsilazane; 1,10-Phenanthroline / toluene / 18 h / 90 °C / Inert atmosphere

2.1: bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

2.2: 3 h / -96 °C / Inert atmosphere

With copper(l) iodide; 1,10-Phenanthroline; potassium hexamethylsilazane; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; toluene;

DOI:10.1016/j.bmc.2017.03.034

upstream raw materials:

1-[1-Acetoxy-1-phenyl-meth-(Z)-ylidene]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester

ethyl 1-benzylidene-3,4-dihydro-6,7-dimethoxy-2(1H)-isoquinolinecarboxylate

Acetic acid 2-[2-(2-ethoxycarbonylamino-ethyl)-4,5-dimethoxy-phenyl]-2-oxo-1-phenyl-ethyl ester

tert-butyl N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate