Ethyl 2-[N-(tert-butyl­oxy­carbonyl)-L-alanyl­amino]-4-methyl-1,3-thia­zole-5-carboxyl­ate reveals a trans orientation of the preceding amide N-H with respect to the thia­zole-ring sulfur

Abstract

The title mol­ecule, C₁₅H₂₃N₃O₅S, was prepared as a synthetic precursor to 4-methyl­thia­zole-based DNA minor groove binders which would bear chiral amino acids in the sequence. The crystallographic evidence presented herein shows that the aromatic amide NH group preceding the thia­zole ring points away from the direction of sulfur. The mol­ecule is biplanar, with the dihedral angle between the N-terminus peptide moiety and the thia­zole-containing plane being 49.7 (5)° , with a bend at the Cα carbon.