868686-70-8

Upstream product

• 130115-07-0 (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 847805-33-8 (+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester 
• 94-71-3 2-Ethoxyphenol 
• 1005196-92-8 (1R,2S)-3-amino-1-phenylpropane-1,2-diol 
• 1005196-93-9 2-chloro-N-((2S,3R)-2,3-dihydroxy-3-phenylpropyl)acetamide 
• 913642-41-8 C₁₁H₁₅NO₂ 
• 1005196-91-7 (S)-6-((R)-hydroxyphenylmethyl)morpholin-3-one 
• 611-71-2 (R)-Mandelic Acid 
• 124876-74-0 Methyl (R)-(-)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 98-88-4 benzoyl chloride 
• 1468-28-6 4-benzoylmorpholine 
• 800407-90-3 (2R,3S)-4-benzyl-2-(hydroxyphenylmethyl)morpholin-3-one 
• 1215207-33-2 (1'S,2S,2aR)-(-)-2-[(2-ethoxyphenoxy)phenylmethyl]-4-(1'-phenylethyl)morpholine 

Relevant academic research and scientific papers

Stereodivergent synthesis of all the four stereoisomers of antidepressant reboxetine

Chiral amino alcohol-copper(ii) catalysts Cu-L1c and Cu-ent-L1c were utilized to promote the diastereoselective nitroaldol reactions of chiral aldehydes (S)-3 or (R)-3 with nitromethane, which respectively led to the preferential formation of certain stereoisomer for nitro diol derivatives 4. Using this catalytic protocol, all the four stereoisomers of the antidepressant reboxetine were divergently prepared. The highest overall yield of this synthetic route reached up to 30.5% from aldehyde (S)-3.

Dynamic kinetic resolution-based asymmetric transfer hydrogenation of 2-benzoylmorpholinones and its use in concise stereoselective synthesis of all four stereoisomers of the antidepressant reboxetine

Dynamic kinetic resolution-driven, asymmetric transfer hydrogenation reaction of 2-benzoylmorpholin-3-ones (4) proceeds efficiently to give the corresponding (2R,3S)- or (2S,3R)-2-(hydroxyphenylmethyl)morpholin-3-ones (6) with an excellent level of diastereo- and enantioselectivity and simultaneous control of two contiguous stereogenic centers in a single step. This process is employed to prepare all four stereoisomers of the antidepressant reboxetine.

Application of amide-stabilized sulfur ylide reactivity to the stereodivergent synthesis of (R,S)- and (S,R)-reboxetine

A simple access to (R,S)- and (S,R)-reboxetine from a single chiral sulfonium salt 4 is reported. This approach, based on a stabilized sulfur ylide-mediated epoxidation, followed by a regioselective opening reaction, enables the preparation of these two p

Substituted morpholine compounds for the treatment of central nervous system disorders

This invention relates to compounds of the formulae I wherein R1-R8, A, X, and Z are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system disorders.