316807-13-3Relevant academic research and scientific papers
Synthesis of the diastereomers of dethiobiotin using the conjugate addition of 4-phenyloxazolidin-2-one to a nitroalkene
Lucet, Denis,Heyse, Philippe,Gissot, Arnaud,Le Gall, Thierry,Mioskowski, Charles
, p. 3575 - 3579 (2007/10/03)
Natural D-dethiobiotin and its three stereoisomers were prepared from a single nitroalkene 2. Conjugate addition of the potassium salt of (R)-4-phenyloxazolidin-2-one 3 to 2 led to two diastereomeric nitro compounds 6 and 7. Their enantiomers were prepared from (S)-3. These compounds were converted in three analogous steps into the dethiobiotin isomers as their methyl esters.
