220805-63-0

Upstream product

• 1552271-31-4 (2S,3R)-methyl 2-(benzhydrylamino)-3-hydroxy-4-methylpentanoate 
• 98-88-4 benzoyl chloride 
• 72030-85-4 4-methoxycarbonyl-5-(1-methylethyl)-1,3-oxazole 
• 372965-11-2 methyl 2-benzoylamino-4-methyl-3-oxopentanoate 

Downstream Products

• 5817-22-1 (2S,3R)-3-hydroxyleucine 
• 220805-64-1 methyl (4S,5S)-5-isopropyl-2-phenyl-4,5-dihydrooxazole-4-carboxylate 
• 10148-70-6 (2S,3S)-3-hydroxyleucine 

Relevant academic research and scientific papers

Development of ProPhenol ligands for the diastereo- and enantioselective synthesis of β-hydroxy-α-amino esters

A zinc-ProPhenol-catalyzed direct asymmetric aldol reaction between glycine Schiff bases and aldehydes is reported. The design and synthesis of new ProPhenol ligands bearing 2,5-trans-disubstituted pyrrolidines was essential for the success of this process. The transformation operates at room temperature and affords syn β-hydroxy-α-amino esters in high yields with good to excellent levels of diastereo- and enantioselectivity.

Efficient enantioselective synthesis of (2R,3R)- and (2S,3S)-3-hydroxyleucines and their diastereomers through dynamic kinetic resolution

(2R,3R)- and (2S,3S)-3-Hydroxyleucines, components of cyclodepsipeptides, papuamides and polyoxypeptins, were efficiently synthesized along with their diastereomers from the corresponding β-keto-α-amino acid ester through dynamic kinetic resolution using RuCl2(binap)-catalyzed hydrogenation.