1422553-68-1

Basic information

• Product Name: (S)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate
• Synonyms: (S)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate
• CAS NO: 1422553-68-1
• Molecular Weight: 248.322
• Mol File: 1422553-68-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate(1422553-68-1)
• EPA Substance Registry System: (S)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate(1422553-68-1)

Safety Data

• Hazardous Substances Data: 1422553-68-1(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 1422553-67-0 (S)-((R)-6-(tert-butyldimethylsilyloxy)hex-1-en-3-yl) 2-phenylpropanoate 
• 7782-24-3 (S)-2-Phenylpropionic acid 
• 93-53-8 (S)-2-phenyl-propionaldehyde 

Downstream Products

• 1422553-66-9 (S)-((R)-6-azidohex-1-en-3-yl) 2-phenylpropanoate 
• 1422553-69-2 (R)-methyl 5-azido-2-((S)-2-phenylpropanoyloxy)pentanoate 
• 1426691-92-0 (S)-((R)-2-oxopiperidin-3-yl) 2-phenylpropanoate 

Relevant articles and documents

A stereoselective approach for the total synthesis of [2(S)-phenyl- propionyl]-2-piperidinone-3-(R)-yl-ester and its diastereomer

Stereoselective total synthesis of isomers of [2-phenyl-propionyl]-2- piperidinone-3(R)-yl-ester has been achieved using commercially available starting materials like trans cinnamaldehyde and 4-pentene-1-ol. The key steps are Steglich conditions for the esterification of the two crucial intermediates; reduction of the azide to amine under Staudinger reaction conditions with concomitant intramolecular amidation reaction in one pot afforded the target compound(s). However, the total syntheses revealed that the structural revision is necessary for the reported natural product.