1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one

Base Information

• Chemical Name: 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one
• CAS No.: 1338438-30-4
• Molecular Formula: C₂₅H₁₇F₃N₂O₃
• Molecular Weight: 450.417
• Mol file: 1338438-30-4.mol

Synonyms:1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one

Chemical Property of 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one

There total 4 articles about 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one 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: 61.0%

(3aSR,4SR,9bRS)-1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]-1,4,5,9b-tetrahydrooxazolo[5,4-c]quinolin-2(3aH)-one → 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one (1338438-30-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; at 20 ℃; for 24h; open vessel;

DOI:10.1055/s-0030-1260062

Reference yield:

3-benzyloxazol-2(3H)-one (64843-25-0) → 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one (1338438-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: scandium tris(trifluoromethanesulfonate) / acetonitrile / 0.08 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 24 h / 20 °C / open vessel

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); In chloroform; acetonitrile; 1.1: Povarov reaction / 1.2: Povarov reaction;

DOI:10.1055/s-0030-1260062

Reference yield:

N-benzyl-oxazolidine-2,4-dione (17153-05-8) → 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one (1338438-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C / Inert atmosphere

2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere

3.1: scandium tris(trifluoromethanesulfonate) / acetonitrile / 0.08 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 24 h / 20 °C / open vessel

With sodium tetrahydroborate; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; chloroform; acetonitrile; 3.1: Povarov reaction / 3.2: Povarov reaction;

DOI:10.1055/s-0030-1260062

upstream raw materials:

3-benzyloxazol-2(3H)-one

N-benzyl-oxazolidine-2,4-dione

(RS)-3-benzyl-4-hydroxy-1,3-oxazolidin-2-one