Trityl chloride → Methyl trityl-D-serinate

Participants

Reaction Steps

To a solution of D-Ser-OMe (LXXXVIII) in dry DCM was added TEA (1.2 eq). After the solution became clear, trityl chloride (1 eq in dry DCM) was added dropwise and stirred for 2 hours. The reaction mixture was washed with 2M HCl, brine and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give the crude product as a colorless oil. The oil crystallized from Et2O/hexane to produce pure (R)-methyl 3-hydroxy-2-(tritylamino)propanoate (LXXXIX) as white solid (85% yield).

Provenance & Evidence