Zheng, Bin published the artcileStereoselective synthesis of a tubulysin core for antibody-drug conjugate studies, Computed Properties of 343338-28-3, the main research area is tripeptide enantioselective synthesis tubulysin core antibody drug conjugate; peptide coupling amidation hydrosilation sulfinimine steric effect.
An expeditious synthesis of an advanced tripeptide intermediate en route to a tubulysin antibody-drug conjugate payload is described. The efficient formation of an N-Pr tertiary amide required tailoring the amine component to reduce steric demand. Addnl., double activation of the carboxylate was required via an aluminum-Lewis acid coupled activated ester strategy to enable the formation of the highly congested amide bond with superior retention of stereochem. integrity. Other permutations of reactant structure and reagents met with failure. The realization of this key direct bond construction enabled a convergent solution-phase synthesis of the unnatural tubulysin tripeptide in a highly convergent manner from three simple building blocks in eight steps and 22.4% overall yield utilizing only a single silica gel chromatog. purification
Organic Process Research & Development published new progress about Amidation. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics