220623-16-5

Upstream product

• 100-52-7 benzaldehyde 
• 17342-08-4 (S)-Pyroglutaminol 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 134107-65-6 (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one 
• 220623-03-0 (1S,1aR,1bS,4R,5aS)-5-Oxo-4-phenyl-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carboxylic acid methyl ester 
• 220623-04-1 (1R,1aR,1bS,4R,5aS)-5-Oxo-4-phenyl-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carboxylic acid methyl ester 

Downstream Products

• 220623-19-8 C₁₇H₂₆N₄O₃S 
• 220623-21-2 C₂₂H₃₂N₄O₅S 
• 220623-18-7 (1S,2S,5R,6R)-3-aza-3-benzyl-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol 
• 220623-20-1 (1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol 
• 330799-51-4 (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol 

Relevant academic research and scientific papers

ANTIMICROBIAL COMPOUNDS AND METHODS

The invention is directed to compounds that are active as antibacterial agents. The invention compounds are active against gram-positive and gram-negative bacteria and can be used to treat infections caused by gram-positive and gram-negative bacteria. Also disclosed are processes and intermediates for making the compounds.

Cyclopropanation reactions of pyroglutamic acid-derived synthons with akylidene transfer reagents

The cyclopropanation of unsaturated lactams 1 and 3 derived from pyroglutamic acid with nucleophilic alkylidene transfer reagents is investigated. Good-to-modest yields of cyclopropanes were obtained with most sulfur ylides explored. Syn/anti selectivity was found to be dependent on the synthon as well as the sulfur ylide. This cyclopropanation methodology is used in the synthesis of arginine and glutamic acid analogues.