220652-53-9

Upstream product

• 98-88-4 benzoyl chloride 
• 198543-58-7 tert-butyl (2S,3S,4E)-2-hydroxy-3-<(1R)-1-phenylethyl>amino-4-hexenoate 
• 81838-85-9 tert-butyl (2E,4E)-2,4-hexadienoate 
• 198543-54-3 tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate 
• 115914-08-4 (S)-N-(1-phenylethyl)prop-2-en-1-amine 

Downstream Products

• 220652-54-0 methyl (2S,3S,4E)-3-(benzoylamino)-2-(benzoyloxy)-4-hexenoate 
• 220652-56-2 (4S,5S)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-<(E)-1-propenyl>-1,3-oxazolane-5-carboxylic acid 

Relevant academic research and scientific papers

Asymmetric synthesis of N-protected syn and anti (E)-3-amino-2-hydroxy- 4-hexenoate: A practical method for the C-α epimerization of anti β-amino- α-hydroxy acids

A practical method to convert anti β-amino-α-hydroxy acids into the corresponding syn esters via the DCC/DMAP-HCl mediated esterification was devised, and methyl (2R,3S)-(E)-3-t-butoxycarbonylamino-2-hydroxy-4-hexenoate 15 was synthesised from the corresponding (2S,3S)-isomer 9 using the epimerization procedure developed. The α- and β-stereogenic centres of 9 were constructed by the Michael addition of a homochiral lithium amide to t- butyl sorbate and subsequent oxidation of the enolate intermediate in one pot.