PNU-293180

Chemical Name: N-[3-[3-Fluoro-4-(3-oxetanyl)phenyl]-2-oxooxazolidin-5(S)-ylmethyl]acetamide
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:Condensation of 2-fluoro-4-nitrotoluene (I) with paraformaldehyde under basic conditions affords diol (II).Nitro group reduction in (II) by hydrogenation over Pd/C yields aniline (III),which is further protected with acetylacetone (IV),to produce the pyrrole derivative (V).After conversion of diol (V) into the mono-tosylate (VI),cyclization in the presence of BuLi furnishes the oxetane derivative (VII).Removal of the pyrrole moiety of (VII) by treatment with hydroxylamine provides amine (VIII),which is converted to the carbamate (IX) by acylation with benzyl chloroformate.Finally,condensation of (IX) with (S)-N,O-diacetyl-1-amino-3-chloro-2-propanol (X) in the presence of lithium t-butoxide produces the required oxazolidinone derivative.