Sodium Methoxide → 2-Methyl-1-(-beta-D-ribofuranosyl)pyrimidin-4-one

To a solution of 2-methyl-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-pyrimidin-4-one (13.86 g, 25 mmol) in methanol (150 ml) was added 4.37N sodium methoxide solution in MeOH (2.5 mmol, 0.1 eq.). The solution was stirred overnight at room temperature and then evaporated. The residue was partitioned between water (100 ml) and dichloromethane (2×150 ml). The aqueous layer was neutralized with Dowex 50 H+ -form and evaporated. The orange oily residue was crystallized from ethanol/acetone 3:1 to give the title compound (2.37 g, 39%). 1H-NMR (CDCl3): δ 8.1 (d, 1 H, H6); 6.0 (d, 1 H, H5); 5.65 (m, 2 H, H1', 2'-OH); 5.25, 5.2 (d,t, 2 H, 3'-OH, 5'-OH); 2.45 (s, 3 H, CH3).

1. customevaporated
2. customThe residue was partitioned between water (100 ml) and dichloromethane (2×150 ml)
3. customevaporated
4. customThe orange oily residue was crystallized from ethanol/acetone 3:1

ORDレコード

ord-829f44f8778b43a28eeda208494df08f

出典データセット

uspto-grants-2000_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06060592