101977-76-8Relevant articles and documents
AN ENANTIOSELECTIVE APPROACH TO CARBAPENEM ANTIBIOTICS: FORMAL SYNTHESIS OF (+)-THIENAMYCIN
Hart, David J.,Ha, Deok-Chan
, p. 5493 - 5496 (1985)
An enantioselective synthesis of intermediates in synthesis of thienamycin (15) and epithienamycin-C (16) is described.
Preparation of Aminosaccharides Using Ester-Imine Condensations: Syntheses of Methyl N-Benzoylacosaminide and Methyl N-(Oxo(phenylmethoxy)acetyl)daunosaminide from (S)-Ethyl 3-Hydroxybutyrate
Galluci, Judith C.,Ha, Deok-Chan,Hart, David J.
, p. 1283 - 1292 (2007/10/02)
The dianion of (S)-ethyl β-hydroxybutyrate (1) was treated with N-trimethylsilyl imine 2 to afford β-lactam 4.The same dianion reacted with N-aryl imine 10 to give β-lactams 11, 12, and 13.A three-step sequence was used to convert 4 into the β-lactam-pyra
Stereospecific Synthesis of a Chiral Intermediate for the Preparation of Thienamycin, Penems, and Carbapenems: Use of the Nitro Group as a Hydroxy Protecting Group
Cainelli, Gianfranco,Panunzio, Mauro,Basile, Tiziana,Bongini, Alessandro,Giacomini, Daria,Martelli, Giorgio
, p. 2637 - 2642 (2007/10/02)
A total stereo- and enantio-controlled synthesis of (3S,4R)-4-acetoxy-3-azetidin-2-one (1) from ethyl (S)-3-hydroxybutyrate is reported.A simple method of inversion and concomitant protection of the hydroxy function in the side chain i