Sodium borohydride → HCID 22842860, compound

HRID 1531237Notes

Reaction equation

HRID 1531237 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]2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 69112797HCID 69112797, compound

Product 1

HCID 22842860HCID 22842860, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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%)

Workup

  1. additionThe reaction product was treated with a usual manner
  2. customthe obtained crude product

Sources & evidence

ORD record
ord-d45618d79f724c53b4810d2c99848297
Source dataset
uspto-grants-2001_03
Patent number
US06197821B1

Reaction notes

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