Flumethasone → HCID 22874618, compound

HRID 263853Notes

Reaction equation

HRID 263853 reaction equation
C[C@H:2]1[C@:19](O)([C:20](CO)=[O:21])[C@:18]2([CH3:25])[C@H:4]([C@H:5]3[C@:15]([F:27])([C@@H:16]([OH:26])[CH2:17]2)[C@:14]2([CH3:28])[C:8](=[CH:9][C:10]([CH:12]=[CH:13]2)=[O:11])[C@@H:7]([F:29])[CH2:6]3)[CH2:3]1.I(O)(=O)(=O)=[O:31]>CO.O>[F:29][C@@H:7]1[C:8]2[C@:14]([CH3:28])([CH:13]=[CH:12][C:10](=[O:11])[CH:9]=2)[C@:15]2([F:27])[C@H:5]([C@H:4]3[C@@:18]([CH2:17][C@@H:16]2[OH:26])([CH3:25])[C@@H:19]([C:20]([OH:21])=[O:31])[CH2:2][CH2:3]3)[CH2:6]1

Participants

5

Reactant 2

HCID 16490FlumethasoneHCID 65185Metaperiodic acid

Product 1

HCID 22874618HCID 22874618, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

6α-Fluoro-dexamethasone (2 g) dissolved in methanol (100 ml) was treated with stirring overnight at room temperature with 1.5 g periodic acid in water (25 ml). The mixture was evaporated to small bulk in a rotary evaporator at 50° C. and refrigerated for 3 hours. The acid was collected by filtration and washed 3 times with small volumes of water.

Workup

  1. additionwas treated
  2. customThe mixture was evaporated to small bulk in a rotary evaporator at 50° C.
  3. filtrationThe acid was collected by filtration
  4. washwashed 3 times with small volumes of water

Sources & evidence

ORD record
ord-48287a05f9c7416bbc61193d427db305
Source dataset
uspto-grants-1997_07
Patent number
US05646136

Reaction notes

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