tert-Butyl 4-acetylbenzoate → tert-butyl 4-[(1S)-1-hydroxypropyl]benzoate

HRID 80572Notes

Reaction equation

HRID 80572 reaction equation
C(C1C=CC(C(OC(C)(C)C)=O)=CC=1)(=O)C.[C:17]([C:21]1[CH:33]=[CH:32][C:24]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[CH:23][CH:22]=1)(=[O:20])[CH2:18][CH3:19]>>[OH:20][C@H:17]([C:21]1[CH:33]=[CH:32][C:24]([C:25]([O:27][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:26])=[CH:23][CH:22]=1)[CH2:18][CH3:19]

Participants

3

Procedure

Instead of the starting material of Reference Example 1, that is, tert-butyl 4-acetylbenzoate, tert-butyl 4-propionylbenzoate was used for a similar procedure as in Reference Example 1 to obtain tert-butyl 4-[(1S)-1-hydroxypropyl]benzoate (compound S3a).

Sources & evidence

ORD record
ord-edd86a5933194bde8da533b9672e0ce9
Source dataset
uspto-grants-2014_09
Patent number
US08846660B2

Reaction notes

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