Triacetoxyperiodinane → HCID 136146894, compound

HRID 1719079Notes

Reaction equation

HRID 1719079 reaction equation
[CH2:1]([C:3]1[N:8]=[C:7]([CH2:9][CH2:10][CH3:11])[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3[NH:29][C:28](=[O:30])[O:27][N:26]=3)=[CH:15][CH:14]=2)[C:5](=[O:31])[C:4]=1[C:32]1[CH:33]=[C:34]2[C:39](=[CH:40][CH:41]=1)[O:38][C:37]([CH3:43])([CH3:42])[CH2:36][CH:35]2[OH:44])[CH3:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O>ClCCl.C(OCC)(=O)C>[CH3:43][C:37]1([CH3:42])[CH2:36][C:35](=[O:44])[C:34]2[C:39](=[CH:40][CH:41]=[C:32]([C:4]3[C:5](=[O:31])[N:6]([CH2:12][C:13]4[CH:18]=[CH:17][C:16]([C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=5[C:25]5[NH:29][C:28](=[O:30])[O:27][N:26]=5)=[CH:15][CH:14]=4)[C:7]([CH2:9][CH2:10][CH3:11])=[N:8][C:3]=3[CH2:1][CH3:2])[CH:33]=2)[O:38]1

Participants

5

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 136146825HCID 136146825, compound

Product 1

HCID 136146894HCID 136146894, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 6-ethyl-5-(4-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-2-propylpyrimidin-4(3H)-one (0.78 g) and 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one (0.84 g) in dichloromethane (8 mL) was stirred for 1 hr. The reaction mixture was diluted with ethyl acetate, washed with water, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.63 g, 81%).

Workup

  1. washwashed with water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-140e139ac169443282772f39459fc333
Source dataset
uspto-grants-2010_09
Patent number
US07803940B2

Reaction notes

Loading…