Sodium borohydride → HCID 22842860, compound
Reaction equation
[BH4-].[Na+].[F:3][C:4]([F:29])([C:24](=[O:28])[CH2:25][CH2:26][CH3:27])[CH2:5][CH:6]=[CH:7][C@H:8]1[C@H:15]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:14][C@H:13]2[C@@H:9]1[CH2:10][C:11](=[O:23])[O:12]2>CO>[F:29][C:4]([F:3])([CH:24]([OH:28])[CH2:25][CH2:26][CH3:27])[CH2:5][CH2:6][CH2:7][C@H:8]1[C@H:15]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:14][C@H:13]2[C@@H:9]1[CH2:10][C:11](=[O:23])[O:12]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium borohydride (0.800 g) was added to the solution of (1S,5R,6R,7R)-6-(4,4-difluoro-5-oxo-octenyl)-7-tetrahydropyranyloxy-2-oxabicyclo[3.3.0]-octan-3-one (5) (5.48 g) in methanol at 0° C., and stirred for 10 minutes. The reaction product was treated with a usual manner, and the obtained crude product was subjected to column chromatography to give a titled compound (6). Yield: 5.46 g (99.5%)