Ontology highlight
ABSTRACT:
SUBMITTER: Gao H
PROVIDER: S-EPMC6099835 | biostudies-other | 2018 Jun
REPOSITORIES: biostudies-other
Gao Haoling H Yu Jiangang J Ge Chengsheng C Jiang Qun Q
Molecules (Basel, Switzerland) 20180613 6
Optically pure sitagliptin phosphate monohydrate is efficiently and practically synthesized through a chiral hemiacetal as the key intermediate in 54% overall yield starting from (<i>E</i>)-4-(2,4,5-trifluorophenyl)but-2-enal and <i>N</i>-boc-protected hydroxylamine. The chiral hemiacetal fragment is constructed by a tandem aza-Michael/hemiacetal reaction catalyzed by an organocatalyst and the influence of acidity of Brønsted acid on tandem aza-Michael/hemiacetal reaction is researched in detail ...[more]