6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide

Base Information

• Chemical Name: 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide
• CAS No.: 1644158-57-5
• Molecular Formula: C₂₄H₂₁FN₂O₃
• Molecular Weight: 404.441
• Mol file: 1644158-57-5.mol

Synonyms:

Chemical Property of 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

AcidCeramidaseInhibitor17a ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Acid Ceramidase Inhibitor 17a is a benzoxazolone carboxamide that potently inhibits acid cerimidase.

Technology Process of 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide

There total 3 articles about 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide 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: 83.0%

6-(4-fluorophenyl)-3H-1,3-benzoxazol-2-one + (4-isocyanatobutyl)benzene (77725-08-7) → 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide (1644158-57-5)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/anie.201409042

Reference yield: 83.0%

→ 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide (1644158-57-5)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 0.5h; Inert atmosphere;

for 15h; Inert atmosphere;

Reference yield:

6-bromobenzo[d]oxazol-2(3H)-one (19932-85-5) + 4-fluoroboronic acid (1765-93-1) → 6-(4-fluorophenyl)-2-oxo-N-(4-phenylbutyl)-1,3-benzoxazole-3-carboxamide (1644158-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 0.5 h / 100 °C / Inert atmosphere; Microwave irradiation

2: dmap / pyridine / 15 h / 20 °C / Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In pyridine; ethanol; water; toluene;

DOI:10.1002/anie.201409042

upstream raw materials:

(4-isocyanatobutyl)benzene

6-bromobenzo[d]oxazol-2(3H)-one

4-fluoroboronic acid