228090-74-2

Basic information

• Product Name: (3R,4S,1'S)-3-<1-(Benzyloxycarbonylamino)ethyl>-4-phenylazetidin-2-one
• Synonyms: (3R,4S,1'S)-3-<1-(Benzyloxycarbonylamino)ethyl>-4-phenylazetidin-2-one
• CAS NO: 228090-74-2
• Molecular Weight: 324.379
• Mol File: 228090-74-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4S,1'S)-3-<1-(Benzyloxycarbonylamino)ethyl>-4-phenylazetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S,1'S)-3-<1-(Benzyloxycarbonylamino)ethyl>-4-phenylazetidin-2-one(228090-74-2)
• EPA Substance Registry System: (3R,4S,1'S)-3-<1-(Benzyloxycarbonylamino)ethyl>-4-phenylazetidin-2-one(228090-74-2)

Safety Data

• Hazardous Substances Data: 228090-74-2(Hazardous Substances Data)

Upstream product

• 228090-73-1 [(S)-1-(4-Methoxy-phenyl)-ethyl]-[1-phenyl-meth-(E)-ylidene]-amine 
• 67865-68-3 benzyl (S)-(4-diazo-3-oxobutan-2-yl)carbamate 

Downstream Products

• 1027750-89-5 methyl (2R,3S,1'S)-2-(α-aminobenzyl)-3-benzyloxycarbonylaminobutanoate 
• 1027750-43-1 tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylaminoethyl)-2-oxo-4-phenylazetidine-1-carboxylate 

Relevant articles and documents

A chiral, oxidatively cleavable auxiliary in β-lactam synthesis - Double diastereocontrol with p-methoxyphenethyl-substituted imines

A new chiral, oxidatively removable auxiliary for the Staudinger reaction is presented. When diazo ketones 1-3 prepared from suitably protected amino acids reacted with p-methoxyphenethyl (PMPE)-substituted imines, the corresponding trans-substituted β-lactams 7 and 8a-h were formed. With the (S)-configured imine 5, an improvement of the selectivities is observed in comparison with achiral p-methoxybenzyl (PMB)-substituted imines by double stereoselection; consequently, the ratio of isomers decreased with the (R)-imine 4. The auxiliary could be removed with cerium ammonium nitrate (CAN).