Pyridine → HCID 131723973, compound
Reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:10][C@:11]1([C:23]([O:25][CH3:26])=[O:24])[CH2:21][C@@H:20]([OH:22])[C@@H:14]2[O:15][C:16]([CH3:19])([CH3:18])[O:17][C@@H:13]2[CH2:12]1.N1C=CC=CC=1>ClCCl>[C:1]([O:22][C@H:20]1[C@@H:14]2[O:15][C:16]([CH3:18])([CH3:19])[O:17][C@@H:13]2[CH2:12][C@@:11]([OH:10])([C:23]([O:25][CH3:26])=[O:24])[CH2:21]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Benzoyl chloride (0.78 mL, 6.7 mmol) was added dropwise to 0° C. a solution of Example 13B (1.65 g, 6.7 mmol) and pyridine (0.82 mL, 10.1 mmol) in dichloromethane (40 mL). After stirring for 12 hours, the reaction mixture was washed with aqueous HCl (2N), saturated NaHCO3 solution, and brine, dried (MgSO4), filtered and concentrated. The concentrate was purified by flash chromatography using hexanes/ethyl acetate (3/2) to afford 2.02 g (86%) of the desired product as a white solid.