245496-23-5

Basic information

• Product Name: (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one
• Synonyms: (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one
• CAS NO: 245496-23-5
• Molecular Weight: 469.653
• Mol File: 245496-23-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one(245496-23-5)
• EPA Substance Registry System: (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one(245496-23-5)

Safety Data

• Hazardous Substances Data: 245496-23-5(Hazardous Substances Data)

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 245496-22-4 (3R,4R,5S)-3-Hydroxy-4-ethoxycarbonyl-5-(3'-hydroxypropyl)pyrrolidin-2-one 
• 133407-67-7 ethyl (E)-6-(benzyloxy)hex-2-enoate 
• 245496-20-2 Ethyl (3S)-3-{N-benzyl-N-[(S)-1-phenylethyl]amino}-6-benzyloxyhexanoate 
• 245496-21-3 Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate 

Downstream Products

• 70494-70-1 (-)-petasinecine 
• 245496-26-8 (3R,4R,5S)-3-Acetoxy-4-ethoxycarbonyl-5-(3'-tert-butyldiphenylsilyloxypropyl)pyrrolidin-2-one 

Relevant articles and documents

β-Amino ester route to tussilagine, isotussilagine and (-)-petasinecine

Condensation of enantiopure β-amino ester 2a with methyl pyruvate provides two diastereoisomers 3 and 4. Both 3 and 4 are subjected to hydrogenation followed by cyclization producing pyrrolidinones 5 and 8. From 5 and 8 isotussilagine and tussilagine are obtained respectively, by using a Mitsunobu reaction as a key step. In a similar manner, (-)-petasinecine is synthesized from the condensation product of 2b with ethyl glyoxalate.