Triacetoxyperiodinane → HCID 57935958, compound

HRID 1434615Notes

Reaction equation

HRID 1434615 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:9]([CH:13]2[CH2:18][CH2:17][S:16](=[O:20])(=[O:19])[CH2:15][CH2:14]2)[CH2:10][CH2:11][OH:12])[CH:5]=[C:6]([F:8])[CH:7]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[F:8][C:6]1[CH:5]=[C:4]([C@@H:9]([CH:13]2[CH2:14][CH2:15][S:16](=[O:20])(=[O:19])[CH2:17][CH2:18]2)[CH2:10][CH:11]=[O:12])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 57936004HCID 57936004, compound

Product 1

HCID 57935958HCID 57935958, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3R)-3-(3,5-difluorophenyl)-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)propan-1-ol (1.26 g) in dichloromethane (10 ml) was added Dess-Martin periodinane (588 mg) in one portion. The resulting mixture was stirred at room temperature for 2 hours. The mixture was partitioned between 1N NaOH solution and dichloromethane. The organics were dried and evaporated to give the title compound as an oil, which was subsequently used without further purification.

Workup

  1. customThe mixture was partitioned between 1N NaOH solution and dichloromethane
  2. customThe organics were dried
  3. customevaporated

Sources & evidence

ORD record
ord-e90736613e7f4486b0c5e894ea09a6ec
Source dataset
uspto-grants-2009_11
Patent number
US07615555B2

Reaction notes

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