m-Chloroperbenzoic acid → HCID 9943134, compound

HRID 1935979Notes

Reaction equation

HRID 1935979 reaction equation
[OH:1][C@@H:2]1[CH2:7][C@H:6]([O:8][Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])[CH2:5][C:4](=[O:16])[CH2:3]1.ClC1C=CC=C(C(OO)=[O:25])C=1>>[OH:25][CH2:3][C@@H:4]1[O:16][C:2](=[O:1])[CH2:7][C@@H:6]([O:8][Si:9]([C:12]([CH3:13])([CH3:14])[CH3:15])([CH3:10])[CH3:11])[CH2:5]1

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 9856251HCID 9856251, compound

Product 1

HCID 9943134HCID 9943134, compound

Procedure

reacting 3-hydroxy-5-(tert-butyldimethyl silyloxy)-(3R,5S)-cyclohexan-1-one having formula 7 with m-chloroperbezoic acid at room temperature for the period ranging from 16-24 hours, extracting with organic layer, washing with sodium metabisulphite, brine, drying and on evaporation to obtain 6-hydroxymethyl-4-(tert-butyldimethylsilyloxy)-(4S,6R)-tetrahydro-2H-2-pyranone having formula 1,

Workup

  1. customat room temperature
  2. extractionextracting with organic layer
  3. washwashing with sodium metabisulphite, brine
  4. customdrying and on evaporation

Sources & evidence

ORD record
ord-8133deabe7f14ae5b6b89add43d3cb4a
Source dataset
uspto-grants-2002_05
Patent number
US06388097B1

Reaction notes

Loading…