98769-79-0

Basic information

• Product Name: 6-[(2-ethoxyphenoxy)phenylmethyl]-3-morpholinone
• Synonyms: 6-[(2-ethoxyphenoxy)phenylmethyl]-3-morpholinone;rel-(2R,3R)-6-[α-(2-Ethoxyphenoxy)benzyl]morpholin-3-one;(6R)-rel-6-[(R)-(2-Ethoxyphenoxy)phenylMethyl]-3-Morpholinone;(R*,R*)-(+/-)-6-[(R)-(2-Ethoxyphenoxy)phenylMethyl]-3-Morpholinone;(R*,R*)-6-[(2-Ethoxyphenoxy)phenylmethyl]-3-morpholinone
• CAS NO: 98769-79-0
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 0
• Product Categories: Aromatics;Chiral Reagents;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 98769-79-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 108-111°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 6-[(2-ethoxyphenoxy)phenylmethyl]-3-morpholinone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(2-ethoxyphenoxy)phenylmethyl]-3-morpholinone(98769-79-0)
• EPA Substance Registry System: 6-[(2-ethoxyphenoxy)phenylmethyl]-3-morpholinone(98769-79-0)

Safety Data

• Hazardous Substances Data: 98769-79-0(Hazardous Substances Data)

Usage

Uses

An intermediate in the synthesis of Reboxetine (R142000).

Upstream product

• 1026328-70-0 tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane 
• 155930-88-4 (1R,2R)-1-<(tert-Butyldimethylsilyl)oxy>-1-phenylpropane-1,2-diol 
• 100009-29-8 (E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene 
• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 98769-72-3 (2RS,3RS)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide 
• 93851-63-9 (2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 
• 93853-04-4 (2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane methanesulfonate 
• 1340546-27-1 (2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropylamine benzoate 
• 98819-74-0 N-[(2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide 
• 98769-71-2 (+)-(2R,3S)-3-(2-ethoxyphenoxy)-2-mesyloxy-1-(4-nitrobenzoyloxy)-3-phenylpropane 
• 98819-71-7 (+)-(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-1-(4-nitrobenzoyloxy)-3-phenylpropane 
• 98819-70-6 (+)-(2R,3S)-3-(2-ethoxyphenoxy)-1,2-dihydro-3-phenylpropane 
• 98819-73-9 (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 

Downstream Products

• 635724-55-9 (2S,3S)-2-[α-(2-ethoxyphenoxy)benzyl]morpholine succinate 
• 93851-87-7 Reboxetine mesylate 
• 105017-38-7 (2R,3R)-reboxetine 
• 71620-89-8 (S,S)-reboxetine 
• 71620-89-8 reboxetine 
• 71620-89-8 (2RS,3SR)-2-<α-(2-ethoxyphenoxy)benzyl>morpholine 

Relevant articles and documents

Synthesis of (S,S)-Reboxetine

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Commercial synthesis of (S,S)-reboxetine succinate: A journey to find the cheapest commercial chemistry for manufacture

The development of a synthetic process for (S,S)-reboxetine succinate, a candidate for the treatment of fibromylagia, is disclosed from initial scale-up to deliver material for registrational stability testing through to commercial route evaluation and subsequent nomination. This entailed evaluation of several alternative routes to result in what would have been a commercially attractive process for launch of the compound.

Process development and scale-up for (±)-reboxetine mesylate

Redevelopment of the commercial process for the synthesis of (±)-reboxetine methanesulfonate is described. An optimized and efficient process for the synthesis of (±)-reboxetine starting from cinnamyl alcohol was developed. The redeveloped process minimizes impurity formation and utilizes simplified processing to substantially improve process yield and throughput, and is suitable for the efficient synthesis of multiton quantities of reboxetine.