Methanol → HCID 15916893, compound

Participants

Reaction Steps

Into a mixture of 10 ml of 90% aqueous methanol and 0.01 ml of acetic acid was dissolved 350 mg (1.19 mmoles) of (S)-7-benzyloxycarbonylamino-3-hydroxyheptanamide. After adding 50 mg of 5% palladium-carbon, the mixture was stirred under a hydrogen stream at room temperature for 3 hours. After removal of the catalyst by filtration, the filtrate was evaporated to dryness, dissolved again in a small volume of water and passed through a column (12 mm inner diameter) containing 30 ml of Dowex® 50W-X4 (H-type). The column was washed with 90 ml of water and eluted with 0.5M aqueous ammonia (3 ml in fraction size). The fraction Nos. 28 to 34 were combined and evaporated to dryness to yield 201 mg (96% yield) of (S)-7-amino-3-hydroxyheptanamide; [α]D22 -2° (c 2, water).

Provenance & Evidence