HCID 136348252, compound → HCID 136347718, compound

Participants

Reaction Steps

A mixture of nucleoside 50 (717 mg, 1.31 mmol) and 10% palladium over carbon (500 mg) was suspended in methanol (8 cm3) at room temperature. The mixture was degassed several times under reduced pressure and placed under a hydrogen atmosphere. After stirring for 24 h the mixture was purified by silica gel column chromatography using methanol/dichloromethane (8-20%, v/v) as eluent to give nucleoside 51 as a glass-like solid (440 mg, 92%). δH (CD3OD) 8.12 (1H, br s, 8-H), 5.86 (1H, s, 1′-H), 4.50 (1H, s, 2′-H), 4.30 (1H, s, 3′-H), 4.05 (1H, d, J 8.0, 1″-Ha), 3.95 (2H, s, 5′-H), 3.87 (1H, d, J 7.9, 1″-Hb), 2.74 (1H, m, CHCO), 1.23 (6H, d, J 6.9, CH3CH). δC (CD3OD, signals from the carbohydrate part) 90.2, 87.6 (C-1′, C-4′), 81.1 (C-3′), 72.9, 71.3 (C-2′, C-5′), 58.2 (C-1″), 37.1 (COCH), 19.5 (CH3CH). FAB-MS m/z 366 [M+H]+.

Provenance & Evidence