Sodium periodate → HCID 54063276, compound

HRID 543020Notes

Reaction equation

HRID 543020 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[CH2:7]([S:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C@@H:23]1[CH2:40][C:39]2[CH:38]=[C:37]([OH:41])[CH:36]=[CH:35][C:34]=2[C@@H:33]2[C@@H:24]1[C@H:25]1[C@@:29]([CH2:31][CH2:32]2)([CH3:30])[C@@H:28]([OH:42])[CH2:27][CH2:26]1)[CH2:8][CH2:9][CH3:10]>O.CO>[CH2:7]([S:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C@@H:23]1[CH2:40][C:39]2[CH:38]=[C:37]([OH:41])[CH:36]=[CH:35][C:34]=2[C@@H:33]2[C@@H:24]1[C@H:25]1[C@@:29]([CH2:31][CH2:32]2)([CH3:30])[C@@H:28]([OH:42])[CH2:27][CH2:26]1)=[O:2])[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 2

HCID 23667635Sodium periodateHCID 53861741HCID 53861741, compound

Product 1

HCID 54063276HCID 54063276, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium metaperiodate (0.016 g.) in water (0.5 ml.) was added to a solution of 7α-11-n-butylthioundecyl)oestra-1,3,5(10)-triene-3,17β-diol (Example 32; 0.035 g.) in methanol (1 ml.) and the mixture was stirred at laboratory temperature for 18 hours, evaporated to dryness and evaporated from toluene to remove the last traces of water. The residue was extracted three times with acetone and the combined extracts were evaporated to dryness. There was thus obtained as an oil 7α-(11-n-butylsulphinylundecyl)oestra-1,3,5(10)-triene-3,17β-diol, the structure of which was confirmed by proton magnetic resonance and mass spectroscopy.

Workup

  1. customevaporated to dryness
  2. customevaporated from toluene
  3. customto remove the last traces of water
  4. extractionThe residue was extracted three times with acetone
  5. customthe combined extracts were evaporated to dryness

Sources & evidence

ORD record
ord-c3c43c6cc98e4786a256dd496e4a63b2
Source dataset
uspto-grants-1987_04
Patent number
US04659516

Reaction notes

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