(S)-N-Demethyl Dapoxetine

Base Information

• Chemical Name: (S)-N-Demethyl Dapoxetine
• CAS No.: 147199-39-1
• Molecular Formula: C₂₀H₂₁NO
• Molecular Weight: 291.393
• Mol file: 147199-39-1.mol

Synonyms:(S)-N-Demethyl Dapoxetine;(αS)-N-Methyl-α-[2-(1-naphthalenyloxy)ethyl]benzeneMethanaMine

Chemical Property of (S)-N-Demethyl Dapoxetine

Chemical Property:

• Boiling Point: 459.5±38.0 °C(Predicted)
• PKA: 9.21±0.20(Predicted)
• PSA: 21.26000
• Density: 1.089±0.06 g/cm3(Predicted)
• LogP: 4.96030

Purity/Quality:

97% ^*data from raw suppliers

(S)-N-DemethylDapoxetine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: The (S)-metabolite of Dapoxetine (D185700). Selective serotonin reuptake inhibitor antidepressant The (S)-metabolite of Dapoxetine (D185700). Selective serotonin reuptake inhibitor antidepressant.

Technology Process of (S)-N-Demethyl Dapoxetine

There total 2 articles about (S)-N-Demethyl Dapoxetine 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%

α-naphthol (90-15-3) + (R)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide (1202160-34-6) → (R)-methyl-[3-(naphthalen-1-yloxy)-1-phenyl-propyl]-amine (1202160-36-8,147199-39-1)

Guidance literature:

α-naphthol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

(R)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide; In N,N-dimethyl-formamide; at 20 ℃; for 1h; optical yield given as %ee; Further stages; Inert atmosphere;

DOI:10.1021/jo902176s

Reference yield: 84.0%

α-naphthol (90-15-3) + (S)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide (1202160-35-7) → Desmethyldapoxetine (147199-39-1)

Guidance literature:

α-naphthol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

(S)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide; In N,N-dimethyl-formamide; at 20 ℃; for 1h; optical yield given as %ee; Further stages; Inert atmosphere;

DOI:10.1021/jo902176s

upstream raw materials:

α-naphthol

(S)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

(R)-3-methyl-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

Refernces