Triacetoxyperiodinane → HCID 18442924, compound

HRID 1434601Notes

Reaction equation

HRID 1434601 reaction equation
[C:1]1([CH:7]([CH:11]2[CH2:16][CH2:15][N:14]([O:17][C:18]([C:20]([CH3:23])([CH3:22])[CH3:21])=[O:19])[CH2:13][CH2:12]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([CH:7]([CH:11]2[CH2:16][CH2:15][N:14]([O:17][C:18]([C:20]([CH3:23])([CH3:22])[CH3:21])=[O:19])[CH2:13][CH2:12]2)[CH2:8][CH:9]=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 68706508HCID 68706508, compound

Product 1

HCID 18442924HCID 18442924, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-phenyl-3-(1-tert-butylcarbonyloxypiperidin-4-yl)propan-1-ol (4.6 g, 14.4 mmol) in DCM (100 mL) was added Dess-Martin periodinane (6.1 g, 14.6 mmol) and the resulting mixture was stirred at room temperature for 2 h. The mixture was washed with 2M aqueous sodium hydroxide (3×50 mL), dried and evaporated to give the title compound.

Workup

  1. washThe mixture was washed with 2M aqueous sodium hydroxide (3×50 mL)
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-257e331aa5174a04a79a5e7641b09b4c
Source dataset
uspto-grants-2009_11
Patent number
US07615555B2

Reaction notes

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