200335-35-9Relevant articles and documents
Oxazaphosphorinane precursors to the diastereoselective synthesis of DNA phosphorothioates
Marsault, Eric,Just, George
, p. 16945 - 16958 (2007/10/03)
New chiral oxazaphosphorinanes were synthesized as potential precursors to chiral phosphite triesters. Oxazaphosphorinanes 10 and 14 derived from cholesterol and camphor respectively were obtained as stable compounds. They led to rearrangement products in the acidic conditions required for coupling. Then, oxazaphosphorinane 22 derived from D-xylose was synthesized, and led to the diastereoselective synthesis of a T-T phosphorothioate dimer in a 28.5:1 (Rp)/(Sp) ratio.