Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Organic Process Research & Development called A New Synthetic Route to Avibactam: Lipase Catalytic Resolution and the Simultaneous Debenzylation/Sulfation, Author is Wang, Tao; Du, Liang-Dong; Wan, Ding-jian; Li, Xiang; Chen, Xin-Zhi; Wu, Guo-Feng, which mentions a compound: 1416134-49-0, SMILESS is O=C([C@H]1NC[C@H](NOCC2=CC=CC=C2)CC1)N, Molecular C13H19N3O2, Name: (2S,5R)-5-((Benzyloxy)amino)piperidine-2-carboxamide.
An efficient synthesis of avibactam starting from com. available ethyl-5-hydroxypicolinate was completed in ten steps and 23.9% overall yield. The synthesis features a novel lipase-catalyzed resolution, in the preparation of (2S,5S)-5-hydroxypiperidine-2-carboxylate acid, which are valuable precursors of the key intermediate Et (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylate. An optimized one-pot debenzylation / sulfation reaction, followed by cation exchange, gave the avibactam sodium salt on a 400.0 g scale.
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Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica