tert-Butyl hydroperoxide → HCID 15042544, compound

HRID 231086Notes

Reaction equation

HRID 231086 reaction equation
C([O:5]O)(C)(C)C.[C:7]([O:11][C:12]([NH:14][C@H:15]([C@@H:23]([OH:27])[CH2:24][CH:25]=[CH2:26])[CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]>>[C:7]([O:11][C:12]([NH:14][C@H:15]([C@@H:23]([OH:27])[C@@H:24]([OH:5])[CH:25]=[CH2:26])[CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:13])([CH3:9])([CH3:8])[CH3:10]

Participants

3

Reactant 2

HCID 6410tert-Butyl hydroperoxideHCID 10063230HCID 10063230, compound

Product 1

HCID 15042544HCID 15042544, compound

Procedure

An allylic oxidation using stoichiometric SeO2 and t-butyl hydroperoxide (Umbriet, M. A. and Sharpless, K. B. J. Am. Chem. Soc. 1977, 99, 5526) was performed on the resultant product of Example 50 to give the desired product after silica gel chromatography.

Sources & evidence

ORD record
ord-fdbe426fffae456fbb1e14dc5725cef4
Source dataset
uspto-grants-1989_07
Patent number
US04845079

Reaction notes

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