Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one. In a document, author is Lin, Hong-Yu, introducing its new discovery. COA of Formula: C10H11NO2.
Synthesis of (+/-)-7-Hydroxylycopodine
A seven-step synthesis of (+/-)-7-hydroxylycopodine that proceeds in 5% overall yield has been achieved. The key step is a Prins reaction in 60% sulfuric acid that gave the key tricyclic intermediate with complete control of the ring fusion stereochemistry. A one-pot procedure orthogonally protected the primary alcohol as an acetate and the tertiary alcohol as a methylthiomethyl ether. The resulting product was converted to 7-hydroxydehydrolycopodine by heating with KO-t-Bu and benzophenone in benzene followed by acidic workup. During unsuccessful attempts to make optic:ally pure starting material, we observed the selective Pt-catalyzed hydrogenation of the 5-phenyl group of a 4,5-diphenyloxazolidine under acidic conditions and the Pt-catalyzed isomerization of the oxazolidine to an amide under neutral conditions. In attempts to hydroxylate the starting material so that we could adapt this synthesis to the preparation of (+/-)-7,8-dihydroxylycopodine (sauroine) we observed the novel oxidation of a bicyclic vinylogous amide to a keto pyridine with Mn(OAc)(3) and to an amino phenol with KHMDS and oxygen.
I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 16251-45-9 help many people in the next few years. COA of Formula: C10H11NO2.
Reference:
Oxazolidine – Wikipedia,
,Oxazolidine | C3H7NO – PubChem