158771-75-6Relevant academic research and scientific papers
Stereoselective synthesis of thiophenedimethyl- and benzenedimethyl- α,α′-bridged bis(glycines)
Hammer, Kristin,Benneche, Tore,Hope, Hakon,Undheim, Kjell
, p. 392 - 402 (2007/10/03)
Conformationally constrained cystine analogues have been synthesized which have an all-carbon backbone-chain as a bridge between the α,α′-positions in two glycine units. An aromatic ring consisting of a 1,2-disubstituted benzene or a 2,3- and 2,5-disubstituted thiophene has been inserted into the bridge. Chiral auxiliaries were used to effect stereoselective syntheses of the (S,S)-bis(amino acids). The latter were further derivatized as Fmoc-derivatives suitable for peptide syntheses. The product 2,3-bis[(2A,5S)-(2,5-dihydro-3,6-dimethoxy-2-isopropyl-5-pyrazinyl)methyl]-5- methylthiophene has been subjected to X-ray analysis. Acta Chemica Scandinavica 1997.
