185757-16-8Relevant articles and documents
Cyclol Formation from Tripeptides containing β-Alanine
Pinnen, Francesco,Zanotti, Giancarlo,Lucente, Gino
, p. 1311 - 1316 (2007/10/02)
Attempts to synthesize stable tetrahedral intermediates (cyclols) from β-alanine containing precursors are described.Cyclization of N-(N-benzyloxycarbonyl-β-alanyl)-Phe-Pro-ONp gave N-(N-benzyloxycarbonyl-β-alanyl)-cyclo-(Phe-D-Pro).Cyclization of N-(N-benzyloxycarbonyl-Ala)-βAla-Pro-ONp and of N--Pro-ONp afforded the corresponding anhydrocyclols.The first example of an oxa-cyclol related to a ten membered cyclodepsitripeptide was synthesized by acylating cyclo-(βAla-Pro) with α-benzyloxypropionyl chloride followed by hydrogenolytic removal of the O-benzyl protecting group.