Hydrochloric Acid → 2-(1-Amino-2-methyl-propyl)-6-propyl-tetrahydro-pyran-3,4,5-triol

Participants

Reaction Steps

2-Methyl-1-(6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-propylamine, 15c 160 mg and 100 mg degussa 50% w/w wet 10% palladium/carbon under N2 was suspended in THF (5 mL) and 1M aq. HCl (1 mL) the reaction mixture was stirred 24 h under 1 atm pressure H2. The reaction mixture was filtered through Celite evaporated to driness to provide the product 2-(1-Amino-2-methyl-propyl)-6-propyl-tetrahydro-pyran-3,4,5-triol (60.8 mg 89%) as the HCl salt. TLC (CHCl3: MeOH: 32% aq. AcOH) Rf=0.35. MS (ESPOS): 248 [M+H]+.

Provenance & Evidence