73300-72-8Relevant academic research and scientific papers
Exploring the chemistry of penicillin as a β-lactamase-dependent prodrug
Ruddle, Carol C.,Smyth, Timothy P.
, p. 160 - 168 (2007)
The penam nucleus can be modified to behave as a β-lactamase-dependent 'prodrug' by incorporation of a vinyl ester side chain at the 6-position. Enzyme-catalysed hydrolysis of the β-lactam ring uncovers the thiazolidine-ring nitrogen as a nucleophile that
Reactions of (Dichlorophosphinyl)methanesulfonyl Chloride
Fild, Manfred,Rieck, Hans-Peter
, p. 142 - 151 (2007/10/02)
Substitution of chlorine by fluorine in (dichlorophosphinyl)methanesulfonyl chloride (2) Cl2P(O)CH2SO2Cl leads to the fluorides F2P(O)CH2SO2X (X = Cl, F); their reactions leading to the fluorophosphorane F4PCH2SO2F and fluorophosphate anions of the type - and - (X = Cl, F) were investigated.Hydrolysis of 2 yields the acid (HO)2P(O)CH2SO2OH, from which esters and amides have been derived.The conversion of the esters to α,β-unsaturated sulfonic acid derivatives via the Horner-Wittig reaction is also described.
