反应详情

(S)-2-t-Butoxycarbonyl-1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylic acid (100 mmol) is dissolved in THF (1 L). Borane methyl sulfide complex (200 mmol) is added carefully, and the solution heated at reflux for 1 hour. The solution is cooled, quenched with MeOH, and 1 N HCl to pH 2. The solution is neutralized to pH 7-8 with NaHCO3 and the solvent evaporated. The oily residue is diluted with water, extracted with EtOAC, washed with NaHCO3 and brine, then dried with MgSO4 and evaporated to give the title compound.

1. additionBorane methyl sulfide complex (200 mmol) is added carefully
2. temperaturethe solution heated
3. temperatureat reflux for 1 hour
4. temperatureThe solution is cooled
5. customquenched with MeOH, and 1 N HCl to pH 2
6. customthe solvent evaporated
7. additionThe oily residue is diluted with water
8. extractionextracted with EtOAC
9. washwashed with NaHCO3 and brine
10. dry with materialdried with MgSO4
11. customevaporated