Wang, Tao published the artcileUse of Lipase Catalytic Resolution in the Preparation of Ethyl (2S,5R)-5-((Benzyloxy)amino)piperidine-2-carboxylate, a Key Intermediate of the β-Lactamase Inhibitor Avibactam, Computed Properties of 1416134-49-0, the publication is Organic Process Research & Development (2018), 22(12), 1738-1744, database is CAplus.
Here we describe an efficient and cost-effective chemoenzymic synthesis of the β-lactamase inhibitor avibactam starting from com. available Et 5-hydroxypicolinate hydrochloride. Avibactam was synthesized in 10 steps with an overall yield of 23.9%. The synthetic route features a novel lipase-catalyzed resolution step during the preparation of (2S,5S)-Et 5-hydroxypiperidine-2-carboxylate, a valuable precursor of the key intermediate Et (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylate. Our synthetic route was used to produce 400 g of avibactam sodium salt.
Organic Process Research & Development published new progress about 1416134-49-0. 1416134-49-0 belongs to piperidines, auxiliary class Piperidine,Chiral,Amine,Benzene,Amide, name is (2S,5R)-5-((Benzyloxy)amino)piperidine-2-carboxamide, and the molecular formula is C15H21BO3, Computed Properties of 1416134-49-0.
Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem