m-Chloroperbenzoic acid → HCID 178527752, compound

HRID 31699Notes

Reaction equation

HRID 31699 reaction equation
[Na].CC1C(C[S:23]([C:25]2[NH:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[N:26]=2)=O)=NC=CC=1OCC1(C)OCC2(OCCO2)CO1.ClC1C=CC=[C:37]([C:41]([O:43]O)=O)C=1.CC1(C)OCC(COC2C=CN=C(CO)C=2C)C[O:47]1>>[NH:29]1[C:28]2[CH:30]=[C:31]3[O:43][CH2:41][CH2:37][O:47][C:32]3=[CH:33][C:27]=2[N:26]=[C:25]1[SH:23]

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 59792349(4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3-methylpyridin-2-yl)methanolHCID 667765502-(((3-Methyl-4-((8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 178527752HCID 178527752, compound

Procedure

The same procedure as in the steps (5f) to (5h) above (a reprecipitation operation was not performed in oxidation step with 3-chloroperbenzoic acid) was repeated using (4-((2,2-dimethyl-1,3-dioxan-5-yl)methoxy)-3-methylpyridin-2-yl)methanol obtained in the step (12b) and 6,7-dihydro-1H-[1.4]dioxino[2′.3′:4.5]benzo[d]imidazole-2-thiol to obtain the title compound (137 mg, total 25.8% yield) as a light yellow solid.

Sources & evidence

ORD record
ord-3f37b919ee15425b9092a200a50164d1
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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