(S)-Norfluoxetine

Base Information

• Chemical Name: (S)-Norfluoxetine
• CAS No.: 878663-13-9
• Molecular Formula: C24H18F3NO3
• Molecular Weight: 425.3998296
• Mol file: 878663-13-9.mol

Synonyms:(S)-Norfluoxetine Phthalimide

Chemical Property of (S)-Norfluoxetine

Chemical Property:

• PSA: 46.61000
• LogP: 5.44970
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

(S)-NorfluoxetinePhthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fluoxetine (F597100) derivative. A stereoselective inhibitor of serotonin re-uptake and phosphodiesterase. Potential antidepressants

Technology Process of (S)-Norfluoxetine

There total 3 articles about (S)-Norfluoxetine 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: 73.0%

potassium phtalimide (1074-82-4) + -(-)-1-chloro-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propane (114446-51-4) → (S)-1-phthalimido-3-(4-trifluormethyl-phenoxy)-3-phenyl-propane (878663-13-9)

Guidance literature:

With sodium iodide; In dimethyl sulfoxide; at 70 ℃; for 13h;

DOI:10.1016/j.bmc.2008.10.065

Reference yield:

4-hydroxybenzotrifluoride (402-45-9) → (S)-1-phthalimido-3-(4-trifluormethyl-phenoxy)-3-phenyl-propane (878663-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: sodium iodide / dimethyl sulfoxide / 13 h / 70 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; sodium iodide; In tetrahydrofuran; dimethyl sulfoxide; 1.1: Mitsunobu reaction / 1.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2008.10.065

Reference yield:

(1R)-3-chloro-1-phenylpropanol (100306-33-0,125712-82-5) → (S)-1-phthalimido-3-(4-trifluormethyl-phenoxy)-3-phenyl-propane (878663-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: sodium iodide / dimethyl sulfoxide / 13 h / 70 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; sodium iodide; In tetrahydrofuran; dimethyl sulfoxide; 1.1: Mitsunobu reaction / 1.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2008.10.065

upstream raw materials:

4-hydroxybenzotrifluoride

potassium phtalimide

-(-)-1-chloro-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propane

(1R)-3-chloro-1-phenylpropanol

Downstream raw materials:

N'-(S)-[1-(1-naphthyl)ethyl]-N-(S)-3-[4-(trifluoromethyl)phenoxy]-3-phenylpropylurea

C₃₇H₄₂F₃N₃O₄

(S)-norfluoxetine

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