122433-29-8, Name is 1-(Benzo[d]oxazol-2-yl)ethanone, belongs to benzoxazole compound, is a common compound. Application In Synthesis of 1-(Benzo[d]oxazol-2-yl)ethanoneIn an article, once mentioned the new application about 122433-29-8.
Transformation of d-serine to highly functionalized cyclohexenecarboxylates in study of oseltamivir synthesis
In an attempted synthesis of oseltamivir, D-serine was used to prepare (R)-Garner aldehyde, which reacted with vinylzinc reagent to give an alcohol product predominating in the (1?R,4S)-isomer. After the alcohol was protected as p-methoxybenzyl ether, the N,O-acetal was hydrolyzed and oxidized to an aldehyde, which underwent Reformatsky-type reaction with ethyl alpha-(bromomethyl)acrylate by promotion of indium to give an addition product readily for ring-closure metathesis to afford 3-alkoxy-4-amido-5-hydroxy-1- cyclohexenecarboxylates. After activation of the 5-hydroxy group as methanesulfonate, an attempted substitution reaction with sodium azide gave unexpectedly a cyclic carbamate via an intramolecular nucleophilic attack of the 4-tert-butoxycarbamate group.
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Reference£º
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem