Boron Trichloride → HCID 71152223, compound

Participants

Reaction Steps

The material described above, 1-((3aR,5R,6S,7aR)-6-(benzyloxy)-2-(methylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanol (0.180 g, 0.558 mmol), was deprotected with BCl3 using the procedure described for Example 20. After purification on silica gel by flash column chromatography (1.0 M NH3 in MeOH/DCM, 1:12), (3aR,5R,6S,7aR)-5-((S)-1-hydroxyethyl)-2-(methylamino)-5,6,7,7a-tetrahydro-3 aH-pyrano[3,2-d]thiazol-6-ol was obtained as a white solid (0.105 g, 81%) and as a mixture of diastereomers.

Provenance & Evidence