m-Chloroperbenzoic acid → HCID 58116487, compound

HRID 661294Notes

Reaction equation

HRID 661294 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]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][N:11]([C:26]([N:28]3[CH2:33][CH2:32][S:31][CH2:30][CH2:29]3)=[O:27])[CH2:10]2)[O:6][N:5]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:42])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]([O:21][C:22]([F:24])([F:25])[F:23])=[CH:19][CH:20]=3)[CH2:12][N:11]([C:26]([N:28]3[CH2:33][CH2:32][S:31](=[O:42])[CH2:30][CH2:29]3)=[O:27])[CH2:10]2)[O:6][N:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58116485HCID 58116485, compound

Product 1

HCID 58116487HCID 58116487, compoundYield 29.6%

Procedure

37.1 mg (0.123 mmol) of the compound from Example 51 were reacted according to General Method 2 with 38.3 mg (0.111 mmol) of meta-chloroperbenzoic acid. Enantiomer separation of 37.7 mg of the racemate according to Method 4D gave 16.1 mg of the title compound from Example 52 (enantiomer 1) and 16.5 mg of the title compound from Example 53 (enantiomer 2).

Workup

  1. customEnantiomer separation of 37.7 mg of the racemate

Sources & evidence

ORD record
ord-a6570f7acd9849838762f6d22e73800e
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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