m-Chloroperbenzoic acid → HCID 58116470, compound

HRID 661297Notes

Reaction equation

HRID 661297 reaction equation
[CH2:1]([O:3][C:4]1[N:8]=[C:7]([CH:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH3:22])=[CH:17][CH:16]=3)[CH2:12][N:11]([C:23]([N:25]3[CH2:30][CH2:29][S:28][CH2:27][CH2:26]3)=[O:24])[CH2:10]2)[O:6][N:5]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:39])C=1>>[CH2:1]([O:3][C:4]1[N:8]=[C:7]([CH:9]2[CH2:14][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([CH2:21][CH3:22])=[CH:19][CH:20]=3)[CH2:12][N:11]([C:23]([N:25]3[CH2:30][CH2:29][S:28](=[O:39])[CH2:27][CH2:26]3)=[O:24])[CH2:10]2)[O:6][N:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58116517HCID 58116517, compound

Product 1

HCID 58116470HCID 58116470, compoundYield 41.7%

Procedure

55.0 mg (0.128 mmol) of the compound from Example 55 were reacted according to General Method 2 with 39.7 mg (0.115 mmol) of meta-chloroperbenzoic acid. Enantiomer separation of 50.7 mg of the racemate according to Method 4D gave 22.1 mg of the title compound from Example 56 (enantiomer 1) and 21.4 mg of the title compound from Example 57 (enantiomer 2).

Workup

  1. customEnantiomer separation of 50.7 mg of the racemate

Sources & evidence

ORD record
ord-30810578765a42989be0e7de0daffc30
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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