93851-63-9

Upstream product

• 98769-73-4 (2RS,3SR)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenyl-1-tosyloxypropane 
• 94-71-3 2-Ethoxyphenol 
• 40641-81-4 trans-2,3-epoxy-3-phenylpropan-1-ol 
• 98769-69-8 (2RS,3SR)-3-(2-ethoxyphenoxy)-1,2-dihydroxy-3-phenylpropane 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 98769-72-3 (2RS,3RS)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide 
• 98769-70-1 (2RS,3SR)-3-(2-ethoxyphenoxy)-2-hydroxy-1-(4-nitrobenzoyloxy)-3-phenylpropane 
• 98769-71-2 (2RS,3SR)-3-(2-ethoxyphenoxy)-2-mesyloxy-1-(4-nitrobenzoyloxy)-3-phenylpropane 
• 93853-04-4 (2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane methanesulfonate 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 93852-40-5 (2RS,3SR)-1-chloroacetylamino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 
• 104968-70-9 (S,S)-reboxetine (S)-mandelate 
• 93853-04-4 (2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane methanesulfonate 
• 93886-32-9 (2RS,3RS)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one 
• 71620-89-8 reboxetine 
• 71620-89-8 (S,S)-reboxetine 
• 105017-38-7 (2R,3R)-reboxetine 
• 1340546-26-0 (2R,3R)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropylamine (S)-(-)-camphanate 
• 635724-55-9 (2S,3S)-2-[α-(2-ethoxyphenoxy)benzyl]morpholine succinate 
• 98819-74-0 N-[(2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide 
• 1340546-27-1 (2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropylamine benzoate 
• 1340546-25-9 (2R,3R)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropylamine 
• 98819-73-9 (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 
• 93886-32-9 (-)-(2S,3S)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one 

Relevant academic research and scientific papers

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.