328000-73-3

Basic information

• Product Name: (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol
• Synonyms: (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol
• CAS NO: 328000-73-3
• Molecular Weight: 491.073
• Mol File: 328000-73-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol(328000-73-3)
• EPA Substance Registry System: (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol(328000-73-3)

Safety Data

• Hazardous Substances Data: 328000-73-3(Hazardous Substances Data)

Upstream product

• 10297-05-9 1-chloro 4-iodobutane 
• 328000-43-7 (1S,2S,5S)-3-(4,5-Diphenyl-1,3-oxazol-2-ylmethylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol 
• 33162-00-4 2-Aminomethyl-4,5-diphenyl-1,3-oxazole 
• 81819-14-9 (4,5-diphenyloxazol-2-yl)methyl bromide 
• 328000-89-1 4,5-Diphenyl-2-phthalimidomethyl-1,3-oxazole 
• 1845-25-6 (1S,2S,5S)-(-)-2-hydroxypinan-3-one 

Downstream Products

• 328000-83-5 (R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylamine 

Relevant articles and documents

Asymmetric synthesis of 2-(α-aminoalkyl)oxazoles, 2-oxazolylpyrrolidines, 2-oxazolylpiperidines: Total synthesis of 4,5-dihydroxypipecolinic acid

Asymmetric α-alkylation of 2-aminomethyl-4,5-diphenyloxazole was achieved by formation of azomethines 1 and ent-1 with the enantiomers of 2-hydroxypinan-3-one as chiral auxiliaries, reaction with alkylating reagents and final removal of the chiral auxiliary giving rise to optically active 2-(α-aminoalkyl)oxazoles 3, ent-3, 6 and 9. If α,ω-dihaloalkanes were used the resulting alkylation products could be further cyclized by intramolecular alkylation of the amino group to afford optically active 2-oxazolyl-N-heterocycles 4, ent-4, 7 and 10. The latter could be used for the total synthesis of naturally occurring 4,5-dihydroxypipecolinic acid 13.