53673-97-5

Upstream product

• 591-51-5 phenyllithium 
• 33465-56-4 2,2,2-trichloroethyl (1S,6R,7R)-3-bromomethyl-7-formamidoceph-3-em-4-carboxylate 1-oxide 

Downstream Products

• 40506-75-0 (6R,7R)-3-benzyl-7-(thien-2-ylacetamido)-ceph-3-em-4-carboxylic acid 
• 53683-56-0 2,2,2-trichloroethyl(1S,6R,7R)-3-benzyl-7-(thien-2-ylacetamido)ceph-3-em-4-carboxylate 1-oxide 
• 53674-03-6 2,2,2-trichloroethyl(6R,7R)-3-benzyl-7-(thien-2-ylacetamido)-ceph-3-em-4-carboxylate 
• 53673-98-6 2,2,2-trichloroethyl(1S,6R,7R)-7-amino-3-benzylceph-3-em-4-carboxylate 1-oxide hydrochloride 

Relevant academic research and scientific papers

Synthesis of 3-functionalised cephalosporins by photoinitiated bromination. Transformations of 2,2,2-trichloroethyl 1S, 6R, 7R)-3-bromomethyl-7-formamidoceph-3-EM-4-carboxylate, 1-oxide

The 3-bromomethyl derivative 2c, obtained by photoinitiated bromination of the corresponding 3-Me compound 1c, has been converted into the antibiotics cephalothin 18 and cephaloridine 20. Reaction of 2c with lithium dimethyl- and diphenyl-cuprate led to the intermediates 22 and 24 respectively. Further transformation of 24 provided the 3-benzyl derivative 27, an isostere of cephaloridine.