89706-75-2

Upstream product

• 488-93-7 3-Furoic acid 
• 100-39-0 benzyl bromide 
• 97222-13-4 benzyl 2,3-dihydro-3-furoate 
• 89706-70-7 (1α,4α,5α)-4-benzyloxycarboxyl-7,7-dichloro-2-oxabicyclo<3.2.0>heptan-6-one 
• 89706-77-4 (1α,4α,5α,6β)-4-benzyloxycarboxyl-2-oxabicyclo<3.2.0>heptan-2-yl chloroformate 
• 89706-73-0 (1α,4α,5α,6β)-4-benzyloxycarboxyl-2-oxabicyclo<3.2.0>heptan-6-ol 
• 89706-72-9 (1α,4α,5α)-4-benzyloxycarboxyl-2-oxabicyclo<3.2.0>heptan-6-one 

Downstream Products

• 89706-76-3 (1α,4α,5α,6β,7β)-4-carboxy-7-(phenylacetamido)-2-oxabicyclo<3.2.0>heptan-6-ol 
• 89706-67-2 (1α,4α,5α,7β)-4-carboxy-7-(phenylacetamido)-2-oxabicyclo<3.2.0>heptan-6-one 
• 89706-67-2 (1α,4α,5α,7α)-4-carboxy-7-(phenylacetamido)-2-oxabicyclo<3.2.0>heptan-6-one 
• 97222-18-9 (3R,3aR,6aS)-4-Oxo-6-phenylacetylamino-hexahydro-furo[3,4-b]furan-3-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of a Cyclobutanone Analogue of a β-Lactam Antibiotic

A route has been developed which allows cyclobutanone analogues of β-lactam antibiotics to be synthesized and is illustrated by the synthesis of 6-oxo-7β-phenylacetamido-2-oxabicycloheptane-4α-carboxylic acid.Although this analogue (which contained some 7α-epimer) did not show significant antibacterial activity it was a weak inhibitor of Streptomyces R61 D,D-carboxypeptidase and a time-dependent inhibitor of E.coli R-TEM and B. cereus type I β-lactamases. 7β-Chloro-6-oxo-2-oxabicycloheptane-4α-carboxylic acid also exhibited time-dependent inhibition of these β-lactamases.

Synthesis of 7&β-Phenylacetamido-6-oxo-2-oxabicycloheptane-4&α-carboxylic acid, a Cyclobutanone Analogue of a &β-Lactam Antibiotic

A route has been developed for the synthesis of cyclobutanone analogues of β-lactam antibiotics.