Triacetoxyperiodinane → HCID 22730211, compound

HRID 2356103Notes

Reaction equation

HRID 2356103 reaction equation
[OH:1][CH2:2][C:3]1[C:7]2[CH:8]=[C:9]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]=2[S:5][CH:4]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[CH:2]([C:3]1[C:7]2[CH:8]=[C:9]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]=2[S:5][CH:4]=1)=[O:1]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 22730634HCID 22730634, compound

Product 1

HCID 22730211HCID 22730211, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Example 326B (298 mg, 1 mmol) and Dess-Martin periodinane (466 mg, 1.1 mmol) in dichloromethane at room temperature was stirred for 90 minutes and purified by flash chromatography on silica gel with 20% ethyl acetate/hexanes to provide the desired product. MS (ESI(+)) m/e 297 (M+H)+.

Workup

  1. custompurified by flash chromatography on silica gel with 20% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-e698f28012624b448b89e67918ed45c3
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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