101977-77-9Relevant articles and documents
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
3-(1'-hydroxyethyl)-2-azetidinones from 3-hydroxybutyrates and N-arylaldimines
Georg,Gill,Gerhardt
, p. 3903 - 3906 (2007/10/02)
Dianion imine addition, cyclisation reaction between ethyl-3-hydroxybutyrate and the aldimines generates β-lactams with the hydroxyethyl side chain of thienamycin and related β-lactam antibiotics in place. The effects of the N-arylaldimine and the reactio