259107-26-1

Basic information

• Product Name: 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one
• Synonyms: 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one
• CAS NO: 259107-26-1
• Molecular Weight: 305.374
• Mol File: 259107-26-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one(259107-26-1)
• EPA Substance Registry System: 8R,6R,9S,5,5,9,10-tetramethyl-1,3,7-trioxa-10-aza-spiro[5,5]undecan-11-one(259107-26-1)

Safety Data

• Hazardous Substances Data: 259107-26-1(Hazardous Substances Data)

Upstream product

• 207223-22-1 (2S,5S,6R)-2-Hydroxy-2-isopropyl-4,5-dimethyl-6-phenyl-morpholin-3-one 
• 55109-47-2 3-methyl-2-oxobutanoyl chloride 
• 299-42-3 ephedrine 
• 50-00-0 formaldehyd 
• 207223-32-3 (5S,6R)-2-(2-propylidene)-4,5-dimethyl-6-phenylmorpholine-3-one 

Downstream Products

• 79-50-5 (S)-pantolactone 
• 259107-28-3 2S,5S,6R-4,5-dimethyl-6-phenyl-2-(1,1-dimethyl-2-methoxy ethyl) morpholin-3-one 

Relevant articles and documents

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.