[CH3:1][C:2]1([C:17]([O:19][CH3:20])=[O:18])[C@H:7]([NH:8][C@@H](C2C=CC=CC=2)C)[CH2:6][CH2:5][O:4][CH2:3]1.[ClH:21]>CO.[OH-].[OH-].[Pd+2]>[ClH:21].[NH2:8][CH:7]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1([CH3:1])[C:17]([O:19][CH3:20])=[O:18](4R)-Methyl 3-methyl-4-((R)-1-phenylethylamino)-tetrahydro-2H-pyran-3-carboxylate (1.37 g, 4.94 mmol) in methanol (70 mL) was treated with 10% palladium hydroxide on carbon (0.42 g, 3.5% mol) and aqueous 1N HCl (7 mL, 1.4 eq) and stirred under a hydrogen balloon for 72 h. The catalyst was removed by filtration. Removal of solvent provided crude methyl 4-amino-3-methyl-tetrahydro-2H-pyran-3-carboxylate hydrochloride that was used in the next step without further purification. MS: (M+H)+=174.1.
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