1534390-96-9

Upstream product

• 173034-70-3 (1R,2R)-1-(α-methylbenzyl)-2-(hydroxymethyl)aziridine 
• 1534390-94-7 (2R,3S)-ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate 
• 1534390-93-6 (2R,3S,4S)-3,4,5-tris(benzyloxy)-2-(((R)-1-phenylethyl)amino)pentan-1-ol 
• 1534390-95-8 (R)-1-((R)-1-phenylethyl)-2-((1S,2S)-1,2,3-tris(benzyloxy)propyl)aziridine 

Relevant academic research and scientific papers

Process for preparing (+)-polyoxamic acid

The present invention relates to a method for preparing (+)-polyoxamic acid and a novel intermediate compound synthesized during preparation thereof. The preparation method according to the present invention allows preparation of (+)-polyoxamic acid with high optical purity in high yield. In particular, the preparation method is useful for mass production because the process is simple.

Stereoselective synthesis of (+)-polyoxamic acid starting with a chiral aziridine

An efficient and stereoselective synthesis of (+)-polyoxamic acid was developed. The route starts with the commercially available 1-(R)-α- methylbenzylaziridine-2-methanol, a substance that has not been used previously as a starting material for the preparation of this target. The route also features the use of a stereocontrolled Sharpless asymmetric dihydroxylation reaction, promoted by AD-mix-α, which is followed by a regioselective aziridine ring-opening process, to generate the basic skeleton of target natural product. Subsequent oxidation and global deprotection produces (+)-polyoxamic acid. Georg Thieme Verlag Stuttgart New York.