53198-77-9

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 104702-12-7 Benzyl 6α-(succinimido-oxy)-6β-(phenoxyacetamido)penicillanate 
• 39486-17-4 (5R)-6ξ-cyano-6ξ-hydroxy-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 55367-05-0 Benzyl 6α-(methylthio)-6β-(phenoxyacetamido)penicillanate 
• 74-90-8 hydrogen cyanide 
• 53229-99-5 2-phenoxy-N-(triphenyl-λ⁵-phosphanylidene)-acetamide 
• 39126-59-5 6-oxopenicillanic acid benzyl ester 

Downstream Products

• 53198-78-0 (5R)-6c-cyano-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid 

Relevant academic research and scientific papers

Further Synthetic Studies in Penicillin C(6)-Substitution Including the Versatile 6&α-Succinimidooxy Leaving Group

Treatment of benzyl 6α-dimethylamino-6β-phenoxyacetamidopenicillanate 3 with methyl iodide led, in the absence of added nucleophiles, to the oxygen-bridged dimer 8 via adventitious water present.Added methanol or water led to the 6α-methoxy or -hydroxy pr

Penicillin C-6 Substitution using the Versatile 6α-Succinimido-oxy Leaving Group

Reaction of benzyl 6α-(methylthio)-6β-(phenoxyacetamido)penicillanate with N-hydroxysuccinimide catalysed by silver(I) acetate afforded the stable 6α-(succinimido-oxy) derivative; this species on reaction with various nucleophiles gave a range of 6α-subst