1452772-76-7

Basic information

• Product Name: (2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide
• Synonyms: (2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide
• CAS NO: 1452772-76-7
• Molecular Weight: 270.328
• Mol File: 1452772-76-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide(1452772-76-7)
• EPA Substance Registry System: (2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide(1452772-76-7)

Safety Data

• Hazardous Substances Data: 1452772-76-7(Hazardous Substances Data)

Upstream product

• 1057962-25-0 (2R,3S)-3-(2-ethoxyphenoxy)-2-mesyloxy-3-phenyl-1-hydroxypropane 
• 1452772-74-5 (2R,3R)-1,2-O-cyclohexylidene-3-acetoxy-3-phenylpropane 
• 1452772-73-4 (1S,2R)-2,3-(cyclohexylidenedioxy)-1-phenylpropan-1-ol 
• 1452772-75-6 (2R,3S)-3-(2-ethoxyphenoxy)-1,2-O-cyclohexylidene-3-phenylpropane 
• 1452772-66-5 (2S,3S)-1-chloro-3-(2-ethoxyphenoxy)-3-phenylpropan-2-ol 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 868686-69-5 (2R,3S)-2-[α-(2-ethoxyphenoxy)phenylmethyl]morpholine 
• 1356958-71-8 {[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate 
• 98819-73-9 (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 

Relevant articles and documents

Regioselective monochloro substitution in carbohydrates and non-sugar alcohols via Mitsunobu reaction: Applications in the synthesis of reboxetine

A regioselective high yielding monochloro substitution (chlorohydrin formation) via Mitsunobu reaction is reported. In carbohydrates and sterically hindered non-sugars, only the primary hydroxyl group is chlorinated, whereas in the non-sugar 1,2- and 1,3-alcohols, predominantly the secondary chloride substitution occurs. The versatile methodology provides indirect access to epoxides with the retention of configuration, as against conventional Mitsunobu reaction which generates epoxides with inversion. The methodology was successfully used as a key step in the synthesis of optically active diastereoisomers of the antidepressant drug reboxetine from (R)-2,3-O- cyclohexylidene-d-glyceraldehyde in ～43% overall yields. The Royal Society of Chemistry.