566905-25-7

Upstream product

• 71486-53-8 methyl 4-oxo-3-piperidinecarboxylate hydrochloride 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 390748-08-0 7-benzenesulfonyl-10-[5-(2-ethoxycarbonyl-ethyl)-furan-3-yl]-1-oxo-2,7-diaza-spiro[4.5]dec-9-ene-2-carboxylic acid tert-butyl ester 
• 390747-99-6 7-benzenesulfonyl-1-oxo-10-trifluoromethanesulfonyloxy-2,7-diaza-spiro[4.5]dec-9-ene-2-carboxylic acid tert-butyl ester 
• 390748-01-3 1-acetoxy-7-benzenesulfonyl-10-furan-3-yl-2,7-diaza-spiro[4.5]dec-9-ene-2-carboxylic acid tert-butyl ester 
• 390747-96-3 12-benzenesulfonyl-8-(4-methoxy-benzyl)-1,4-dioxa-8,12-diaza-dispiro[4.0.4.4]tetradecan-7-one 
• 390748-00-2 7-benzenesulfonyl-10-furan-3-yl-1-oxo-2,7-diaza-spiro[4.5]dec-9-ene-2-carboxylic acid tert-butyl ester 
• 390747-98-5 7-benzenesulfonyl-1,10-dioxo-2,7-diaza-spiro[4.5]decane-2-carboxylic acid tert-butyl ester 
• 679841-13-5 12-benzenesulfonyl-1,4-dioxa-8,12-diaza-dispiro[4.0.4.4]tetradecan-7-one 
• 390747-95-2 8-benzenesulfonyl-6-(2-oxo-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-6-carboxylic acid methyl ester 

Relevant academic research and scientific papers

The first total synthesis of nakadomarin A

(-)-Nakadomarin A is a member of manzamine alkaloid isolated from a marine sponge and have a unique hexacyclic structure. The first total synthesis of (+)-nakadomarin A, an enantiomer of natural product, has been accomplished from stereochemically defined 4-oxopiperidin-3-carboxylic acid derivative. The synthesis established the structure of nakadomarin A including absolute configuration. Copyright

Synthetic approach towards nakadomarin A: Efficient synthesis of the central tetracyclic core

An efficient synthesis of the tetracyclic core of nakadomarin A was accomplished starting from methyl 4-oxo-3-piperidinecarboxylate. The key steps were intramolecular cyclization of furan to N-acyliminium ions to construct the strained central cyclopenten