反应详情

A solution of (1S,2S)-(1-{[benzyloxycarbonyl-(2,4-dimethyl-benzyl)-amino]-methyl}-2-hydroxy-pentyl)-carbamic acid tert-butyl ester (600 mg, 1.2 mmol, see procedure 12a) in MeOH was charged with 5% Pd/C, Degussa style (120 mg), stirred under H2 (1 atm) for 12 h at RT, filtered, and concentrated in vacuo. The residue was dissolved in methylene chloride (6 mL) and the resultant solution was charged with trifluoroacetic acid (6 mL). The mixture was stirred for 3 h at RT and concentrated in vacuo. The residue was dissolved in benzene and the resultant solution was concentrated in vacuo; this procedure was repeated to provide (2S,3S)-2-amino-1-(2,4-dimethyl-benzylamino)-hexan-3-ol (321 mg). MS found: (M+H)+=251.4.

1. filtrationfiltered
2. concentrationconcentrated in vacuo
3. dissolutionThe residue was dissolved in methylene chloride (6 mL)
4. additionthe resultant solution was charged with trifluoroacetic acid (6 mL)
5. stirringThe mixture was stirred for 3 h at RT
6. concentrationconcentrated in vacuo
7. dissolutionThe residue was dissolved in benzene
8. concentrationthe resultant solution was concentrated in vacuo