Ammonium fluoride → 1-(3,4,5-Trimethoxybenzyl)-3-(4-(trifluoromethyl)phenylmethyl)-3-(2-hydroxyethyl)-2-oxopyrrolidine
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:34]=[C:35]([O:39][CH3:40])[C:36]=1[O:37][CH3:38])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)([CH2:12][CH2:13][O:14][Si](C(C)(C)C)(C)C)[C:8]1=[O:33].[F-].[NH4+]>>[CH3:40][O:39][C:35]1[CH:34]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:36]=1[O:37][CH3:38])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:22][C:23]2[CH:24]=[CH:25][C:26]([C:29]([F:32])([F:30])[F:31])=[CH:27][CH:28]=2)([CH2:12][CH2:13][OH:14])[C:8]1=[O:33]Participants
3
Procedure
Prepare by the method of Example 17.4 using 1-(3,4,5-trimethoxybenzyl)-3-(4-(trifluoromethyl)phenylmethyl)-3-(2-(t-butyldimethylsilyloxy)ethyl)-2-oxopyrrolidine (0.6 g, 1.0 mmol) and ammonium fluoride (0.23 g, 6.2 mmol) to give the title compound: Rf=0.35 (silica gel, ethyl acetate).
Sources & evidence
- ORD record
- ord-0ccee9233c9f4e97a4791317edb4f4c9
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06211199B1
Reaction notes
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