484061-45-2

Upstream product

• 152500-21-5 (S)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-pyrrolidinone 

Downstream Products

• 484061-47-4 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S/R)-3-(formyloxy)non-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 484061-49-6 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S/R)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 484061-51-0 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E)-3-oxonon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 844698-94-8 tert-butyl (2S,5S,6R)-2-[(benzyloxy)methyl]-6-{(1S,3S)-1-hydroxy-3-[(methylsulfonyl)oxy]nonyl}-1-azaspiro[4.5]decane-1-carboxylate 
• 844698-93-7 tert-butyl (2S,5S,6R)-2-[(benzyloxy)methyl]-6-[(1S,3S)-1,3-dihydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 844698-91-5 tert-butyl (2S,5S,6R)-2-benzyloxymethyl-6-{(2R,3R)-3-[(1S)-1-hydroxyheptyl]oxiranyl}-1-azaspiro[4.5]decane-1-carboxylate 
• 844698-98-2 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3R)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 844699-02-1 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3R)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 844698-99-3 (3R)-1-[(2S,5S,6S)-2-benzyloxymethyl-1-azaspiro[4.5]dec-6-yl]-3-nonanol 
• 844698-95-9 (3S,5R,7S,7aR,11aR)-3-[(benzyloxy)methyl]-5-hexyldecahydro-1H-pyrrolo[2,1-j]quinolin-7-ol 
• 844698-97-1 (3S,5R,7aS,11aS)-3-[(benzyloxy)methyl]-5-hexyloctahydro-1H-pyrrolo[2,1-j]quinolin-7(7aH)-one 
• 844699-00-9 (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline 
• 484061-53-2 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 484061-58-7 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 

Relevant academic research and scientific papers

Total synthesis of the tricyclic marine alkaloids (-)-lepadiformine, (+)-cylindricine C, and (-)-fasicularin via a common intermediate formed by formic acid-induced intramolecular conjugate azaspirocyclization

A very short and efficient enantioselective total synthesis of the tricyclic marine alkaloids (-)-lepadiformine (3), (+)-cylindricine C (1c), and (-)-fasicularin (4) has been developed utilizing the formyloxy 1-azaspiro[4.5]decane 5 as a common intermedia

Total synthesis of the natural enantiomer of (-)-lepadiformine and determination of its absolute stereochemistry

A short synthesis: The naturally occurring (-)-lepadiformine ((-)-3) was prepared in nine steps in 31.4% overall yield. The key step involved the formation of 2 by the spirocyclization of the N-acyliminium ion generated from 1. Furthermore, HPLC analysis