The absolute configuration of (2S,4S)- and (2R,4R)-2-tert-butyl-4-methyl-3-(4-tolylsulfonyl)-1,3-oxazolidine-4-carbaldehyde.
The title enantiomorphic compounds, C16H23NO4S, have been obtained in an enantiomerically pure form by crystallization from a diastereomeric mixture either of (2S,4S)- and (2R,4S)- or of (2R,4R)- and (2S,4R)-2-tert-butyl-4-methyl-3-(4-tolylsulfonyl)-1,3-oxazolidine-4-carbaldehyde. These mixtures were prepared by an aziridination rearrangement process starting with (S)- or (R)-2-tert-butyl-5-methyl-4H-1,3-dioxine. The crystal structures indicate an envelope conformation of the oxazolidine moiety for both compounds.
Flock
Susanne
S
Institute for Chemistry, University of Kassel, Heinrich-Plett-Strasse 40, 34132 Kassel, Germany.
Bruhn
Clemens
C
Fink
Heinrich
H
Frauenrath
Herbert
H
D000447:Aldehydes / Q000737:chemistry*; D003461:Crystallography; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
C515579:2-tert-butyl-4-methyl-3-(4-tolylsulfonyl)-1,3-oxazolidine-4-carbaldehyde; D000447:Aldehydes; D010080:Oxazoles