2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol

Base Information

• Chemical Name: 2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol
• CAS No.: 741693-79-8
• Molecular Formula: C₁₉H₂₁NO₃S
• Molecular Weight: 343.447
• Mol file: 741693-79-8.mol

Synonyms:2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol;5-Hydroxy-6-methoxy Duloxetine

Chemical Property of 2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol

Chemical Property:

• Vapor Pressure: 1.59E-12mmHg at 25°C
• Refractive Index: 1.632
• Boiling Point: 545.8°C at 760 mmHg
• Flash Point: 283.9°C
• PSA: 78.96000
• Density: 1.229g/cm³
• LogP: 4.73600
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

≥95% ^*data from raw suppliers

5-Hydroxy-6-methoxy duloxetine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Duloxetine. A metabolite of Duloxetine

Technology Process of 2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol

There total 8 articles about 2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol 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:

{(S)-3-[5-(1-Ethoxy-ethoxy)-6-methoxy-naphthalen-1-yloxy]-3-thiophen-2-yl-propyl}-methyl-amine → 2-Methoxy-5-((S)-3-methylamino-1-thiophen-2-yl-propoxy)-naphthalen-1-ol (741693-79-8)

Guidance literature:

With acetic acid; at 20 ℃;

DOI:10.1016/j.bmcl.2004.04.066

Reference yield:

5-amino-2-naphthol (86-97-5) → 2-Methoxy-5-((S)-3-methylamino-1-thiophen-2-yl-propoxy)-naphthalen-1-ol (741693-79-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaNO₂; HBF₄

1.2: decahydronaphthalene / 160 °C

2.1: base

3.1: SnCl₄ / CH₂Cl₂ / 0 °C

4.1: m-CPBA

5.1: NaOH

6.1: PPTs / 20 °C

7.1: NaH / dimethylformamide

8.1: aq. AcOH / 20 °C

With sodium hydroxide; tetrafluoroboric acid; pyridinium p-toluenesulfonate; tin(IV) chloride; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide; 1.1: Schiemann reaction / 4.1: Baeyer-Villiger rearrangement;

DOI:10.1016/j.bmcl.2004.04.066

Reference yield:

5-fluoronaphthalen-2-ol (741693-88-9) → 2-Methoxy-5-((S)-3-methylamino-1-thiophen-2-yl-propoxy)-naphthalen-1-ol (741693-79-8)

Guidance literature:

Multi-step reaction with 7 steps

1: base

2: SnCl₄ / CH₂Cl₂ / 0 °C

3: m-CPBA

4: NaOH

5: PPTs / 20 °C

6: NaH / dimethylformamide

7: aq. AcOH / 20 °C

With sodium hydroxide; pyridinium p-toluenesulfonate; tin(IV) chloride; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 3: Baeyer-Villiger rearrangement;

DOI:10.1016/j.bmcl.2004.04.066

upstream raw materials:

5-amino-2-naphthol

5-fluoronaphthalen-2-ol

1-fluoro-6-methoxynaphthalene

1-fluoro-6-methoxynaphth-5-ol

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