171017-17-7

Upstream product

• 100-46-9 benzylamine 
• 58170-50-6 pent-4-enoic acid benzylamide 
• 171017-16-6 N-benzyl-N-tert-butoxycarbonyl-4-pentenamide 

Downstream Products

• 171017-24-6 5-[4-(Benzyl-tert-butoxycarbonyl-amino)-4-oxo-but-(E)-ylidene]-3-methyl-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 171017-31-5 5-[4-(Benzyl-tert-butoxycarbonyl-amino)-4-oxo-but-(Z)-ylidene]-3-methyl-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 215106-54-0 N-Benzyl-4-[4-methyl-5-oxo-1,5-dihydro-pyrrol-(2Z)-ylidene]-butyramide 
• 171017-25-7 N-Benzyl-4-[4-methyl-5-oxo-1,5-dihydro-pyrrol-(2E)-ylidene]-butyramide 

Relevant academic research and scientific papers

Synthesis of α,β-Unsaturated Spirolactams by Intramolecular Cyclization of Endocyclic N-Acyliminium Ions

The synthesis of (+/-)-6-benzyl-3-methyl-3-en-1,6-diazaspirodecane-2,7-dione (18), the spiro moiety of (+/-)-pandamarine has been achieved by oxidative cyclization of the (Z) and (E) isomers of 5-(N-benzyl-4-carboxamido-butylidene)-3-methyl-3-en-pyrrolin-2-one (15a) and (15b).The stereoselectivity exhibited in the intramolecular cyclization by both butylidene precursors has also been discussed.

Synthesis of azaspiro[4.5]decane systems by oxidative cyclization of olefinic precursors

The synthesis of 6-benzyloxycarbonyl-1-oxa-6-azaspiro[4.5]decan-2-one (17) and 6-benzyloxycarbonyl-1,6-diazaspiro[4.5]decan-2-one (18) from the D,L-pipecolic acid derivative 10, is described. The synthesis of (±)-6- benzyl-3-methyl-1,6-diazaspiro[4.5]dec-3-ene-2,7-dione (29), the spiro structural unit of (±)-pandamarine (8) has been achieved by oxidative cyclization of the (Z) and (E) isomers of 5-(N-benzyl-4- carboxamidobutylidene)-3-methyl-3-pyrrolin-2-one (25) and (26). The stereoselectivity obtained in the intramolecular cyclization process has also been discussed.