1258210-40-0

Upstream product

• 917-54-4 methyllithium 
• 412917-35-2 benzyl (4S)-{[methoxy(methyl)amino]carbonyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 6081-61-4 N-(benzyloxycarbonyl)-D-serine 
• 501-53-1 benzyl chloroformate 
• 271260-90-3 benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate 
• 1258210-52-4 (+/-)-benzyl 4-acetyl-2,2-dimethyoloxazolidine-3-carboxylate 

Relevant academic research and scientific papers

Amipurimycin: Total Synthesis of the Proposed Structures and Diastereoisomers

The proposed diastereoisomers (1 a–d) together with their C8′-epimers (1 e–h) of amipurimycin, a unique antifungal peptidyl nucleoside antibiotic, have been synthesized for the first time. The synthetic approach is efficient and stereodivergent, and features a stereoselective aldol condensation to build the branched C9 sugar amino acid skeleton and a regio- and stereocontrolled gold(I)-catalyzed N-glycosylation to furnish the purine nucleoside. Analysis of the NMR data suggests that the previously assigned configuration of the tertiary C3′ in amipurimycin should be of opposite configuration.

Catalyst-controlled Wacker-type oxidation of protected allylic amines

On the contrary: Utilizing the [Pd-(quinox)]-TBHP catalyst system, protected allylic amines were oxidized with high selectivity for the methyl ketone product. This is contrary to the results obtained by the substrate-controlled Tsuji-Wacker oxidation, which highlights the catalyst-controlled system presented here (see scheme). A variety of N-pro-tecting groups undergo selective oxidation with high ketone selectivity. TBHP = tert-butylhydroperoxide.