Triacetoxyperiodinane → HCID 86603571, compound

HRID 1593016Notes

Reaction equation

HRID 1593016 reaction equation
[C:1]1([C@@H:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[C:1]1([C@@H:7]([C:11]2[CH:12]=[CH:13][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:15][CH:16]=2)[CH2:8][CH:9]=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 69264553(γS)-4-(Methylsulfonyl)-γ-phenylbenzenepropanol

Product 1

HCID 86603571HCID 86603571, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-3-phenyl-3-(4-methanesulfonylphenyl)propan-1-ol (244 mg, 0.84 mmol) in DCM (5 mL) was added Dess-Martin periodinane (392 mg, 0.92 mmol) and the resulting mixture was stirred at room temperature for 1.5 h. The mixture was washed with 2M aqueous sodium hydroxide (2×10 mL), dried and evaporated to give the title compound.

Workup

  1. washThe mixture was washed with 2M aqueous sodium hydroxide (2×10 mL)
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-ae52171f0fbc435fa9f81d6f147975ad
Source dataset
uspto-grants-2007_11
Patent number
US07294636B2

Reaction notes

Loading…