91103-16-1

Basic information

• Product Name: (3S,6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-3-(2-thienylmethyl)-1,4-oxazin-2-on
• Synonyms: (3S,6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-3-(2-thienylmethyl)-1,4-oxazin-2-on
• CAS NO: 91103-16-1
• Molecular Weight: 333.408
• Mol File: 91103-16-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-3-(2-thienylmethyl)-1,4-oxazin-2-on(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-3-(2-thienylmethyl)-1,4-oxazin-2-on(91103-16-1)
• EPA Substance Registry System: (3S,6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-3-(2-thienylmethyl)-1,4-oxazin-2-on(91103-16-1)

Safety Data

• Hazardous Substances Data: 91103-16-1(Hazardous Substances Data)

Upstream product

• 45438-73-1 2-thenyl bromide 
• 91103-10-5 (6S)-3-(2-Furyl)-3,6-dihydro-6-isopropyl-5-methoxy-1,4-oxazin-2-on 

Relevant articles and documents

Asymmetric Synthesis via Heterocyclic Intermediates, XXIII. - Studies on the Enantioselective Synthesis of α-Alkyl-α-(2-furyl)glycines by Alkylation of 3-(2-Furyl)-3,6-dihydro-2H-1,4-oxazin-2-ones Chirally Substituted at C-6

3-(2-Furyl)-3,6-dihydro-2H-1,4-oxazin-2-ones 10 and 11 are synthesized from DL-(2-furyl)glycine and 2-hydroxyalkanoic acids 4.The heterocycles 10 and 11 contain an endocyclic chiral center at C-6.Their potassium derivatives 12 (obtained with potassium tert-butoxide) react with alkyl halides R2-X in good chemical yields and with d.e. values (d.e. = asymmetric induction) from 50 to 95percent to give adducts 13.These on hydrolysis are cleaved to yield α-alkyl-α-(2-furyl)glycines 17 and 2-hydroxyalkanoic acids 4.