m-Chloroperbenzoic acid → HCID 66776199, compound

HRID 31684Notes

Reaction equation

HRID 31684 reaction equation
[Na:1].C(C1([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][N:20]=[C:19]([CH2:23][S:24]([C:26]3[NH:30][C:29]4[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=4[N:27]=3)=[O:25])[C:18]=2[CH3:35])OCC2(OCCO2)CO1)C.ClC1C=CC=C(C(OO)=O)C=1.OCC[CH:50]1[CH2:54][O:53][C:52]([CH3:56])([CH3:55])[O:51]1>>[Na:1].[CH3:55][C:52]1([CH3:56])[O:53][CH:54]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][N:20]=[C:19]([CH2:23][S:24]([C:26]3[NH:30][C:29]4[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=4[N:27]=3)=[O:25])[C:18]=2[CH3:35])[CH2:50][O:51]1

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 42197542-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethan-1-olHCID 667761962-(((4-(2-(8-Ethyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 66776199HCID 66776199, compoundYield 8.7%

Procedure

The same procedure as in the steps (4f) to (4j) of Example 4 (a reprecipitation operation was not performed in oxidation step with 3-chloroperbenzoic acid) was repeated using 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan to obtain the title compound (412 mg, total yield: 8.7%) as a light yellow solid.

Sources & evidence

ORD record
ord-bad7f6fbb6fd47bf9139aac3bc766202
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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