473452-26-5Relevant articles and documents
Total synthesis and complete structural assignment of thiocillin i
Aulakh, Virender S.,Ciufolini, Marco A.
, p. 5900 - 5904 (2011/06/10)
The total synthesis of the thiopeptide antibiotic, thiocillin I, is described. This work unequivocally defines the full structure (constitution and configuration) of the natural product as 1.
A synthesis of a hydroxyvaline-derived thiazole-4-carboxylate constituting an antibiotic, thiocilline I
Yonezawa, Yasuchika,Saito, Hirofumi,Suzuki, Syusuke,Shin, Chung-gi
, p. 903 - 908 (2007/10/03)
A convenient synthesis of an important constituent segment, methyl (2S)-2-[1-(N-Boc)amino-2-hydroxy-2-methyl]propylthiazole-4-carboxylate (2), which is the Fragment C derivative of a macrocyclic antibiotic, thiocilline, is described. Reduction of methyl N-Boc-hydroxyvalinate (4) with NaBH4, followed by oxidation with Dess-Martin reagent gave the corresponding formyl derivative, which was then thiazolated with H-L-Cys-OMe to give 2.