HCID 25117162, compound → HCID 66736904, compound

HRID 1640510Notes

Reaction equation

HRID 1640510 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([N:11]3[CH2:15][CH:14]([CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([OH:33])[C:21]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([O:31][CH3:32])[N:29]=5)[N:24]=[CH:23][CH:22]=4)[O:13][C:12]3=[O:34])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1>C(Cl)Cl.O=[Mn]=O>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([N:11]3[CH2:15][CH:14]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([C:21]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([O:31][CH3:32])[N:29]=5)[N:24]=[CH:23][CH:22]=4)=[O:33])[O:13][C:12]3=[O:34])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 25117162HCID 25117162, compound

Product 1

HCID 66736904HCID 66736904, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of the compound of Example 61 (0.55 g, 0.12 mmol) in DCM (5 mL) was treated with MnO2 (0.5 g, 50 eq.). The mixture was stirred at rt for 1 h, filtered over MgSO4 and concentrated. Chromatography on SiO2 (EA) gave the title compound as a colourless oil (0.025 g, 46% yield).

Workup

  1. filtrationfiltered over MgSO4
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a0ce63213c0142b6b95bc3e008497c7a
Source dataset
uspto-grants-2012_02
Patent number
US08114867B2

Reaction notes

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