844698-97-1

Upstream product

• 748781-40-0 (2S,5S,6R)-2-Benzyloxymethyl-6-(1-hydroxy-non-2-ynyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester 
• 748781-36-4 (2S,5S,6R)-2-Benzyloxymethyl-6-non-2-ynoyl-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester 
• 748781-30-8 (2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(toluene-4-sulfonyloxy)-butyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 748781-31-9 (2S,5S)-5-Benzyloxymethyl-2-(2-oxo-ethyl)-2-[4-(toluene-4-sulfonyloxy)-butyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 748781-26-2 [1-benzyloxymethyl-8-(4-methoxy-benzyloxy)-4-oxo-octyl]-carbamic acid tert-butyl ester 
• 748781-28-4 2-benzyloxymethyl-5-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3,4-dihydro-2H-pyrrole 
• 748781-39-7 (2S,5S)-2-Allyl-5-benzyloxymethyl-2-(4-hydroxy-butyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 748781-35-3 (2S,5S,6R)-2-Benzyloxymethyl-6-formyl-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester 
• 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 
• 484061-58-7 tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate 
• 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 

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 (+)-cylindricine C

A stereoselective total synthesis of (+)-cylindricine C has been achieved starting with (S)-N-Boc-2-pyrrolidinone. The key elements of this synthesis involve the sequence of reactions including BF3-mediated addition of the allyl Grignard reagen