Assign $R, S$ configurations to the chiral centers in cephalexin, tradenamed Keflex, the most widely prescribed antibiotic in the U.S.
Added by David J.
Step 1
In cephalexin the core βālactamādihydrothiazine (7āACA) nucleus contains two stereogenic centers: one at the carbon bearing the carboxylate group (commonly called Cā3) and one at the carbon bearing the amino substituent that is later acylated (commonly called Show moreā¦
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(d) Assign (R)- or (S)-configurations to the chiral centres in chloramphenicol, a powerful antibiotic isolated from the Streptomyces venezuelae bacterium, showing the method used in your assignment.
Sri K.
Chloramphenicol, a powerful antibiotic isolated in 1949 from the Streptomyces venezuelae bacterium, is active against a broad spectrum of bacterial infections and is particularly valuable against typhoid fever. Assign $R, S$ configurations to the chirality centers in chloramphenicol.
Chloramphenicol (at left) is a potent antibiotic, isolated from Streptomyces venezuelae, that is particularly effective against typhoid fever. It was the first naturally occurring substance shown to contain a nitro $\left(-\mathrm{NO}_{2}\right)$ group attached to an aromatic ring. Both chirality centers in chloramphenicol are known to have the ( $R$ ) configuration. Identify the two chirality centers and write a three-dimensional formula for chloramphenicol. (FIGURE CANT COPY)
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