m-Chloroperbenzoic acid → HCID 58116520, compound

HRID 661298Notes

Reaction equation

HRID 661298 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH:13]([C:15]3[O:19][N:18]=[C:17]([O:20][CH2:21][CH2:22][O:23][CH3:24])[N:16]=3)[CH2:12][N:11]([C:25]([N:27]3[CH2:32][CH2:31][S:30][CH2:29][CH2:28]3)=[O:26])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:41])C=1>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH:13]([C:15]3[O:19][N:18]=[C:17]([O:20][CH2:21][CH2:22][O:23][CH3:24])[N:16]=3)[CH2:12][N:11]([C:25]([N:27]3[CH2:28][CH2:29][S:30](=[O:41])[CH2:31][CH2:32]3)=[O:26])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58116506HCID 58116506, compound

Product 1

HCID 58116520HCID 58116520, compoundYield 25.6%

Procedure

60.0 mg (0.122 mmol) of the compound from Example 59 were reacted according to General Method 2 with 38.0 mg (0.110 mmol) of meta-chloroperbenzoic acid. Enantiomer separation of 33.9 mg of the racemate according to Method 7D gave 15.6 mg of the title compound from Example 60 (enantiomer 1) and 13.4 mg of the title compound from Example 61 (enantiomer 2).

Workup

  1. customEnantiomer separation of 33.9 mg of the racemate

Sources & evidence

ORD record
ord-278c6a26a2184f7a9b4c674e26c06cc3
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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