7352-64-9Relevant articles and documents
Vibrational spectra of N-acetylglycine oligomers. Part 2. - Raman scattering study of selectively C-deuteriated oligomers with polyglycine I- and II-type structures
Etori, Hideki,Taga, Keijiro,Okabayashi, Hirofumi,Ohshima, Kunihiro
, p. 313 - 319 (2007/10/03)
Selectively C-deuteriated N-acetylglycine trimer and tetramer acid types have been synthesized, and their two crystalline modifications, solid-A and solid-B [which correspond in structure to polyglycine (PG) II and I, respectively] have been prepared. Raman scattering spectra have been measured for a series of these glycine oligomers, and the CH2- and CD2-characteristic modes have been investigated in detail. Assignment of the CH2-characteristic bands to each CH2 group in the oligomers has been carried out successfully. In particular, the results obtained from the CD2 stretch region show that N- and C-terminal glycine residues for the PGI- and PGII-type trimers and tetramers are all in very similar environments and that the glycine residues which are sandwiched between the two terminal residues are also in a similar environment for both the trimers and the tetramers.
Cleavage of Chiral 4-Phenyl-2-Oxazolidinones with TMSI: Application to the Synthesis of Carbacephems
Fisher, Jack W.,Dunigan, James M.,Hatfield, Lowell D.,Hoying, Richard C.,Ray, James E.,Thomas, Kristina L.
, p. 4755 - 4758 (2007/10/02)
A new technique for cleaving chiral N-substituted 4-phenyl-2-oxazolidinones is described.Thus reaction of a 7-carbacephem with TMSI and HMDS in acetonitrile, followed by DABCO, then aqueous hydrochloric acid gives the carbacephem nucleus, carbon dioxide, and acetophenone.This method allows a more versatile use of 4-phenyl-2-oxazolidinone as a chiral auxiliary and N-protective group in the synthesis of carbacephems. Key Words: trimethylsilyl iodide; chiral auxiliary; 4-phenyl-2-oxazolidinones; carbacephems; beta-lactams