Duloxetine IMpurity A

Base Information

• Chemical Name: Duloxetine IMpurity A
• CAS No.: 947686-09-1
• Molecular Formula: C25H23NO3S
• Molecular Weight: 417.529
• Mol file: 947686-09-1.mol

Synonyms:Duloxetine IMpurity A;Duloxetine Phenyl CarbaMate;N-Methyl-N-[(3S)-3-(1-naphthalenyloxy)-3-(2-thienyl)propyl]carbaMic Acid Phenyl Ester

Chemical Property of Duloxetine IMpurity A

Chemical Property:

• Boiling Point: 589.9±50.0 °C(Predicted)
• PKA: -1.75±0.70(Predicted)
• PSA: 67.01000
• Density: 1.237±0.06 g/cm3(Predicted)
• LogP: 6.54230
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Dichloromethane (Slightly), DMSO (Slightly)

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

DuloxetinePhenylCarbamate(>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Duloxetine Phenyl Carbamate is a degradation product of Duloxetine (D721000). Duloxetine impurity A.

Technology Process of Duloxetine IMpurity A

There total 10 articles about Duloxetine IMpurity A 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: 81.1%

1-Fluoronaphthalene (321-38-0) + (S)-3-(N-methyl-N-phenoxycarbonylamino)-1-(2-thienyl)-1-propanol → (S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine (947686-09-1)

Guidance literature:

(S)-3-(N-methyl-N-phenoxycarbonylamino)-1-(2-thienyl)-1-propanol; With sodium hydroxide; In dimethyl sulfoxide; at 20 - 30 ℃; Inert atmosphere;

1-Fluoronaphthalene; at 60 - 65 ℃;

Reference yield: 75.6%

N-methyl-(S)-duloxetine (132335-46-7) + phenyl chloroformate (1885-14-9) → (S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine (947686-09-1)

Guidance literature:

N-methyl-(S)-duloxetine; With N-ethyl-N,N-diisopropylamine; In toluene; at 45 ℃; for 0.166667h;

phenyl chloroformate; at 55 ℃; for 2h;

DOI:10.1016/j.bioorg.2016.02.002

Reference yield:

(S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine, phosphoric acid salt (161005-84-1,164015-32-1) + phenyl chloroformate (1885-14-9) → (S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine (947686-09-1)

Guidance literature:

(S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine, phosphoric acid salt; With ammonia; In water; toluene; for 0.166667h;

phenyl chloroformate; With triethylamine; In toluene; at 50 ℃; for 1.75h;

upstream raw materials:

N-methyl-(S)-duloxetine

phenyl chloroformate

(S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine, phosphoric acid salt

(S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine oxalate

Downstream raw materials:

Duloxetine

duloxetine hydrochloride