625437-83-4

Basic information

• Product Name: (5S,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-piperidin-2-one
• CAS NO: 625437-83-4
• Molecular Weight: 389.61
• Mol File: 625437-83-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5S,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-piperidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5S,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-piperidin-2-one(625437-83-4)
• EPA Substance Registry System: (5S,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-piperidin-2-one(625437-83-4)

Safety Data

• Hazardous Substances Data: 625437-83-4(Hazardous Substances Data)

Upstream product

• 625437-81-2 5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-1-(4-methoxy-benzyl)-piperidin-2-one 
• 625437-72-1 3-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-piperidine-2,6-dione 
• 562817-53-2 (3S)-1-(4-methoxybenzyl)-3-hydroxypiperidine-2,6-dione 
• 762-72-1 allyl-trimethyl-silane 
• 625437-82-3 acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyl)-6-oxo-piperidin-2-yl ester 

Downstream Products

• 304665-09-6 (2R,3S)-benzyl 2-allyl-3-(benzyloxy) piperidine-1-carboxylate 
• 625437-86-7 (2R,3S)-benzyl 2-allyl-3-hydroxypiperidine-1-carboxylate 

Relevant articles and documents

Asymmetric synthesis of antimalarial alkaloids (+)-febrifugine and (+)-isofebrifugine

Diastereoselective α,-amidoalkylation of N,O-acetal, derivated from controlled regio and diastereoselective reduction of (S)-N-(4-methoxybenzyl)-3-silyloxyglutarimide provided two diastereomeric 6-allyl-5-silyloxy-2-piperidinones in 76:24 selectivity. The transformation of the major diastereomer into a known advanced intermediate allowed the synthesis of (+)-febrifugine and (+)-isofebrifugine.