Expeditious one-pot, four-step preparation of 2-t-butoxycarbonyl-6-hydroxy- 1,2,3,4-tetrahydroisoquinoline and an improved conversion to its 6-cyano derivative

摘要

3-Methoxy-phenethylamine was subjected to a sequential imination/Pictet- Spengler/demethylation/Boc protection sequence that allowed a one-pot preparation of N-Boc-6-hydroxy-1,2,3,4-tetrahydroisoquinoline 1. This intermediate was elaborated almost quantitatively via an improved triflation/cyanation procedure to its 6-cyano analog 2.