1384288-60-1

Basic information

• Product Name: (1S,2R)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol
• Synonyms: (1S,2R)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol
• CAS NO: 1384288-60-1
• Molecular Weight: 313.356
• Mol File: 1384288-60-1.mol

Chemical Properties

• CAS DataBase Reference: (1S,2R)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol(1384288-60-1)
• EPA Substance Registry System: (1S,2R)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol(1384288-60-1)

Safety Data

• Hazardous Substances Data: 1384288-60-1(Hazardous Substances Data)

Upstream product

• 100009-29-8 (E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 94-71-3 2-Ethoxyphenol 
• 1384626-91-8 C₁₅H₂₄O₅SSi 

Downstream Products

• 868686-69-5 (2R,3S)-2-[α-(2-ethoxyphenoxy)phenylmethyl]morpholine 
• 1384288-63-4 (1S,2R)-3-amino-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol 
• 1384288-64-5 N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide 
• 1384288-65-6 (R)-6-[(S)-(2-ethoxyphenoxy)(phenyl)methyl]morpholin-3-one 

Relevant articles and documents

The synthesis of (R,S)-reboxetine employing a tandem cyclic sulfate rearrangement - Opening process

(R,S)-Reboxetine was synthesized in nine steps and with 43% overall yield starting from trans-cinnamyl alcohol. Following silylation and AD steps, the two hydroxyl groups at C-1 and C-2 were simultaneously activated to the cyclic sulfate. A series of tandem reactions initiated by desilylation transposed the activation to C-3, then to C-1, where nucleophilic displacements took place in succession. During this process, the configuration at C-2 was inverted while that at C-1 was retained through a double inversion.