Cornforth reagent → HCID 21923058, compound

HRID 1272662Notes

Reaction equation

HRID 1272662 reaction equation
[ClH:1].[CH:2]1([N:7]2[CH:15]=[N:14][C:13]3[C:8]2=[N:9][C:10]([NH:24][C@H:25]2[CH2:30][CH2:29][C@H:28]([OH:31])[CH2:27][CH2:26]2)=[N:11][C:12]=3[NH:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>CN(C=O)C>[ClH:1].[ClH:1].[CH:2]1([N:7]2[CH:15]=[N:14][C:13]3[C:8]2=[N:9][C:10]([NH:24][CH:25]2[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]2)=[N:11][C:12]=3[NH:16][CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 2724130Cornforth reagentHCID 178479704HCID 178479704, compound

Product 1

HCID 21923058HCID 21923058, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The operation is carried out starting from the product of Example 4 by oxidation in DMF in the presence of (PDC) pyridinium dichromate and in this way the expected product is obtained after filtration on silica eluting with CH2Cl2/methanol: 80/20.

Sources & evidence

ORD record
ord-f68fda0a79374dcbaf010d8df7b95ac6
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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