207223-32-3

Upstream product

• 207223-22-1 (2S,5S,6R)-2-Hydroxy-2-isopropyl-4,5-dimethyl-6-phenyl-morpholin-3-one 
• 762-72-1 allyl-trimethyl-silane 
• 759-05-7 3-methyl-2-ketobutanoic acid 
• 55109-47-2 3-methyl-2-oxobutanoyl chloride 
• 299-42-3 ephedrine 

Downstream Products

• 17407-56-6 (R)-2-Hydroxy-3-methylbutyric acid 
• 259107-28-3 2S,5S,6R-4,5-dimethyl-6-phenyl-2-(1,1-dimethyl-2-methoxy ethyl) morpholin-3-one 
• 79-50-5 (S)-pantolactone 
• 259107-26-1 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one 
• 207223-40-3 (2S,5S,6R)-2-(2-propyl)-4,5-dimethyl-6-phenylmorpholin-6-one 

Relevant academic research and scientific papers

Enantioselective synthesis of (S)-(+)-pantolactone

(equation presented) The Prins reaction of a chiral alkylidene morpholinone derived from (1R,2S)-ephedrine and 3-methyl-2-oxobutanoic acid proceeds with good diastereoselectivity to generate a spiro bis-acetal. Lewis acid mediated diastereoselective reductive cleavage of the spiro acetal and subsequent removal of the ephedrine portion generates a α-hydroxy-γ-methoxy carboxamide which is readily converted to (S)-(+)-pantolactone with high enantiomeric excess.

Stereoselective synthesis of α-hydroxycyclopropanecarboxylic acids

Cyclopropanation of chiral α-alkoxy acrylamides derived from 1R,2S- ephedrine and α-keto acids provides cyclopropyl morpholinones with good diastereoselectivity. Removal of the ephedrine portion generates α- hydroxycyclopropane carboxamides which are read