1005196-91-7

Upstream product

• 124876-74-0 Methyl (R)-(-)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 611-71-2 (R)-Mandelic Acid 
• 1005196-92-8 (1R,2S)-3-amino-1-phenylpropane-1,2-diol 
• 130115-07-0 (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 1005196-93-9 2-chloro-N-((2S,3R)-2,3-dihydroxy-3-phenylpropyl)acetamide 

Downstream Products

• 913642-41-8 C₁₁H₁₅NO₂ 
• 847805-33-8 (+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester 
• 868686-70-8 (2S)-2-[(R)-(2-ethoxyphenoxy)phenylmethyl]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.

Syntheses of (S,S)-reboxetine via a catalytic stereospecific rearrangement of β-amino alcohols

(Chemical Equation Presented) The formal total synthesis of (S,S)-reboxetine has been realized by two different approaches using a stereospecific rearrangement of β-amino alcohols catalyzed by (CF 3CO)2O.