White, James D. published the artcileAsymmetric Synthesis of Epicylindrospermopsin via Intramolecular Nitrone Cycloaddition. Assignment of Absolute Configuration, SDS of cas: 36847-11-7, the main research area is epicylindrospermopsin asym synthesis absolute configuration; cycloaddition nitrone asym synthesis epicylindrospermopsin; crystal mol structure methoxypyrimidinyl hydroxypiperidinopyrimidinone.
A synthesis of (-)-epicylindrospermopsin (I) was completed that establishes its absolute configuration and corroborates the corrected structural assignment previously made to this toxin by Weinreb et al. The hydroxylamine (3S,4S)-4-BrC6H4CH2OCH2CH(NHOH)CHMeCH:CH2, prepared from 4-bromobenzyloxyacetaldehyde, was condensed with aldehyde II, obtained in nine steps from (R)-methionine, to give nitrone III. Intramol. cycloaddition of III proceeded stereoselectively to yield an oxazabicyclo[2.2.1]heptane, which after reduction and deprotection afforded an hydroxy piperidine derivative The latter was transformed via its cyclic urea to the inverted C12 alc., and the derived azide was cyclized to produce the guanidine moiety of IV. Final sulfation of the C12 hydroxyl group furnished (-)-I. An x-ray anal. of a crystalline diol intermediate determined the relative stereostructure.
Journal of the American Chemical Society published new progress about Absolute configuration. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, SDS of cas: 36847-11-7.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia