(2aS,3S,6S,7S,7bR)-7-[(dimethylphenyl)-silyl]-2-oxo-6-[(1R,2S)-2- phenylcyclo-hexyloxy]-2a,3,6,7,7a,7b-hexahydro-2H-1,4,5-trioxa-4a- azacyclopenta[cd]indene-3-carboxylic acid 1-methylethyl ester.
The structure of the title compound, C31H39NO7Si, was determined and found to be a fused tricyclic nitroso acetal. Remarkable features include a twist-boat conformation of the tetrahydro-1,2-oxazine ring and a highly pyramidalized N atom [Sigma (angles) = 310.6(6) degrees]. Three of the contiguous stereocenters in the nitroso acetal are of the same correct relative and absolute configuration as is found in (+)-crotanecine.
Thorarensen
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A
Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana 61801, USA.
Swiss
K A
KA
Denmark
S E
SE
D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008968:Molecular Conformation; D017646:Organosilicon Compounds / Q000737:chemistry*
C104203:7-((dimethylphenyl)silyl)-2-oxo-6-(2-phenylcyclohexyloxy)-2a,3,6,7,7a,7b-hexahydro-2H-1,4,5-trioxa-4a-azacyclopenta(cd)indene-3-carboxylic acid 1-methylethyl ester; D006571:Heterocyclic Compounds; D017646:Organosilicon Compounds