1384732-99-3Relevant academic research and scientific papers
Synthetic approaches to a chiral 4-amino-3-hydroxy piperidine with pharmaceutical relevance
Ortiz, Adrian,Young, Ian S.,Sawyer, James R.,Hsiao, Yi,Singh, Amarjit,Sugiyama, Masano,Corbett, R. Michael,Chau, Melissa,Shi, Zhongping,Conlon, David A.
, p. 5253 - 5257 (2012)
Four synthetic strategies were evaluated towards the preparation of (-)-(3R,4R)-1-benzyl-4-(benzylamino)piperidin-3-ol (1), which was constructed with control over the relative and absolute stereochemistry of the 4,3-amino alcohol moiety. The first strategy employed a novel RhI catalyzed asymmetric hydrogenation, while two other strategies exploited the existing stereochemistry in 2-deoxy-d-ribose, and the fourth explored both biocatalytic and classical resolution techniques as a means to impart enantioenrichment to racemic intermediates en route to targeted structure (-)-1. The Royal Society of Chemistry 2012.
