Sodium borohydride → HCID 71271123, compound

Participants

Reaction Steps

To crude 1-[(3aR,5S,6S,7R,7aR)-2-(ethylamino)-6,7-dihydroxy-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazol-5-yl]-3-phenylpropan-1-one (200.00 mg; 0.57 mmol; 1.00 eq.) in MeOH (3.00 ml) was added sodium borohydride (21.59 mg; 0.57 mmol; 1.00 eq.). Reaction was stirred at room temperature for 30 min. The desired product was isolated by prep HPLC (0% B for 10 min, then up to 30% B for 10 min, 0.1% TFA, 220 nm) to afford (3aR,5R,6S,7R,7aR)-2-Ethylamino-5-((S)-1-hydroxy-3-phenyl-propyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diol (1.9 mg, 1%) as a white solid (once lyophilized).

Provenance & Evidence