102985-99-9

Upstream product

• 88669-73-2 (1-Benzyloxymethyl-1H-tetrazol-5-yl)-acetic acid ethyl ester 
• 3587-60-8 Benzyloxymethyl chloride 
• 88669-70-9 (3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-(carboxymethyl)azetidin-2-one 
• 102985-97-7 (1-Benzyloxymethyl-1H-tetrazol-5-yl)-acetic acid 

Downstream Products

• 102986-00-5 (3S,4R)-4-[3-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-2-oxo-propyl]-3-((R)-1-hydroxy-ethyl)-azetidin-2-one 
• 88670-00-2 {2-[(5R,6S)-2-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-3-ylsulfanyl]-ethyl}-carbamic acid 4-nitro-benzyl ester 
• 88670-01-3 Trifluoro-methanesulfonic acid (5R,6S)-2-(1-benzyloxymethyl-1H-tetrazol-5-yl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-3-yl ester 
• 88669-93-6 (5R,6S)-2-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-6-((R)-1-hydroxy-ethyl)-3-phenylsulfanyl-1-aza-bicyclo[3.2.0]hept-2-en-7-one 
• 102986-01-6 (3S,4R)-4-[3-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-3-diazo-2-oxo-propyl]-3-((R)-1-hydroxy-ethyl)-azetidin-2-one 
• 88669-97-0 (5R,6S)-2-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-3-ethylsulfanyl-6-((R)-1-hydroxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-en-7-one 
• 88669-89-0 (2S,5R,6S)-2-(1-Benzyloxymethyl-1H-tetrazol-5-yl)-6-((R)-1-hydroxy-ethyl)-1-aza-bicyclo[3.2.0]heptane-3,7-dione 

Relevant academic research and scientific papers

Total Synthesis of 3-(5-Tetrazolyl)carbapenems

The synthesis of the title compounds, β-lactam antibiotics, is described.A new tetrazole protecting group, (((p-nitrobenzyl)carbonyl)oxy)methyl, was succesfully applied.Substitution of carboxyl by tetrazole on the carbapenem nucleus results in stability to a degradative renal enzyme.