(5 R ,6 S )-4-Isopropyl-5-methyl-6-phenyl-3-propanoyl-2 H -1,3,4-oxadiazinan-2-one (original) (raw)

(4 R ,5 S )-5-Benzyl-4-isopropyl-1,3,4-oxadiazinan-2-one

Acta Crystallographica Section E Structure Reports Online, 2008

The title compound, C 13 H 18 N 2 O 2 , is an N 4-isopropyl-lphenylalanine-based oxadiazinanone. Although the two molecules in the asymmetric unit are oriented appropriately for hydrogen bonding, the distance between the donor and acceptor atoms is large enough to support only weak, if any, hydrogen bonding. The absolute configuration is known based on the known starting compounds in the synthetic procedure.

(5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione

Acta Crystallographica Section E-structure Reports Online, 2009

The title molecule, C 13 H 18 N 2 OS, is an oxadiazinanthione derived from (1R,2S)-norephedrine. There are two molecules in the asymmetric. Both adopt roughly half-chair conformations; however, the 5-position carbon orients out of opposite faces of the oxadiazinanthiones plane in the two molecules. In the crystal structure, they are oriented as a dimer linked by a pair of N-HÁ Á ÁS hydrogen bonds. The absolute configuration has been established from anomalous dispersion and confirms the known stereochemistry based on the synthetic procedure.

Conformational Studies of N 3 -Substituted [1,3,4]-Oxadiazinan-2-ones

The Journal of Organic Chemistry, 2002

Pseudoephedrine-based [1,3,4]-oxadiazinan-2-ones acylated at the N 3-position with either acetyl (2a), propionyl (2b), or phenylacetyl (2c) substituents are known to undergo conformational changes that are observable by 13 C NMR spectroscopy. The conformational properties of new [1,3,4]oxadiazinan-2-one derivatives 2d-k are examined by X-ray crystallography and variabletemperature 13 C NMR spectroscopy and further evaluated by semiempirical AM1 calculations. The collected data reveal that the conformational changes of the overall ring system are dependent upon the stereoelectronic factors of the N 3-substituent.

Conformational Studies of N3-Substituted [1,3,4]-Oxadiazinan-2-ones

Journal of Organic Chemistry, 2002

Pseudoephedrine-based [1,3,4]-oxadiazinan-2-ones acylated at the N 3-position with either acetyl (2a), propionyl (2b), or phenylacetyl (2c) substituents are known to undergo conformational changes that are observable by 13 C NMR spectroscopy. The conformational properties of new [1,3,4]oxadiazinan-2-one derivatives 2d-k are examined by X-ray crystallography and variabletemperature 13 C NMR spectroscopy and further evaluated by semiempirical AM1 calculations. The collected data reveal that the conformational changes of the overall ring system are dependent upon the stereoelectronic factors of the N 3-substituent.

(5 S ,6 S )-4,5-Dimethyl-3-methylacryloyl-6-phenyl-1,3,4-oxadiazinan-2-one

Acta Crystallographica Section E Structure Reports Online, 2008

The title compound, C 15 H 18 N 2 O 3 , is an example of an oxadiazinan-2-one with significant interaction between the N 3-acyl and N 4-methyl groups. These steric interactions result in a large torsion angle between the two carbonyl groups, not present with acyl substituents with less steric demand.

(5 S ,6 R )-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione

Acta Crystallographica Section E Structure Reports Online, 2009

The heterocyclic structure of 1,3,4-oxadiazinan-2-one compounds have been known for nearly forty years, however the related compound 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazinan-2-thione has just within the last 10 years been synthesized and