(S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine

Base Information

• Chemical Name: (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine
• CAS No.: 132335-46-7
• Molecular Formula: C19H21NOS
• Molecular Weight: 311.448
• Hs Code.: 2934999090
• European Community (EC) Number: 689-979-9,603-566-2,932-525-4
• DSSTox Substance ID: DTXSID60431290
• Wikidata: Q72470951
• Mol file: 132335-46-7.mol

Synonyms:N-methyl duloxetine;N-methylduloxetine

Chemical Property of (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine

Chemical Property:

• Boiling Point: 459.744 °C at 760 mmHg
• PKA: 9.19±0.28(Predicted)
• Flash Point: 231.845 °C
• PSA: 40.71000
• Density: 1.146 g/cm³
• LogP: 4.97310
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 311.13438547
• Heavy Atom Count: 22
• Complexity: 335

Purity/Quality:

99% ^*data from raw suppliers

(S)-N,N-Dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(C1=CC=CS1)OC2=CC=CC3=CC=CC=C32
• Isomeric SMILES: CN(C)CC[C@@H](C1=CC=CS1)OC2=CC=CC3=CC=CC=C32
• Uses: A duloxetine impurity.

Technology Process of (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine

There total 27 articles about (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine 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: 93.9%

1-Fluoronaphthalene (321-38-0) + (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol (132335-44-5) → N-methyl-(S)-duloxetine (132335-46-7)

Guidance literature:

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol; With sodium hydride; In dimethyl sulfoxide; at 60 ℃; for 1.16667h;

1-Fluoronaphthalene; In dimethyl sulfoxide; at 60 ℃; for 24h; Solvent; Reagent/catalyst;

Reference yield: 86.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Duloxetine (116539-58-3,116539-59-4,116539-60-7,116817-13-1) → N-methyl-(S)-duloxetine (132335-46-7)

Guidance literature:

With formic acid; triethylamine; In water; tert-butyl alcohol; at 100 ℃; for 14h;

DOI:10.1002/cctc.201701617

Reference yield: 72.0%

carbon dioxide (124-38-9,18923-20-1) + Duloxetine (116539-58-3,116539-59-4,116539-60-7,116817-13-1) → N-methyl-(S)-duloxetine (132335-46-7)

Guidance literature:

With diphenylsilane; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; In N,N-dimethyl-formamide; at 50 ℃; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/anie.201407689

upstream raw materials:

C₁₉H₂₁NOS*C₂₀H₁₈O₈

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

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

N,N-dimethyl-3-(1-naphthalenyloxy)-3-(thien-2-yl)propanamine oxalate

Downstream raw materials:

(S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine

duloxetine hydrochloride

duloxetine

Duloxetine