(Trifluoromethyl)trimethylsilane → HCID 131726884, compound
Reaction equation
FC([Si:5]([CH3:8])([CH3:7])[CH3:6])(F)F.[Si:9]([O:16][C@H:17]1[CH2:22][CH2:21][C@H:20]2[C@@:23]3([CH:49]=[CH2:50])[C@H:32]([C@@H:33]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41](=[O:46])[C:42]([F:45])([F:44])[F:43])[CH2:34][C@:18]12[CH3:19])[C:31]1[CH:30]=[CH:29][C:28]([O:47][CH3:48])=[CH:27][C:26]=1[CH2:25][CH2:24]3)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]>>[Si:9]([O:16][C@H:17]1[CH2:22][CH2:21][C@H:20]2[C@@:23]3([CH:49]=[CH2:50])[C@H:32]([C@@H:33]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41]([C:42]([F:45])([F:44])[F:43])([O:46][Si:5]([CH3:6])([CH3:7])[CH3:8])[C:42]([F:44])([F:43])[F:45])[CH2:34][C@:18]12[CH3:19])[C:31]1[CH:30]=[CH:29][C:28]([O:47][CH3:48])=[CH:27][C:26]=1[CH2:25][CH2:24]3)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:10])[CH3:11]Participants
3
Procedure
In the reaction with (trifluoromethyl)-trimethylsilane analogously to instructions 1.1, 135 mg of alcohol 16c yields 159 mg of trimethylsilyl ether 17c as a yellow, viscous mass (GC-MS: m/z theor.: 748, pract.: 748). The latter is, without the reaction being performed with tetrabutylammonium fluoride-trihydrate, used in the next stage.
Sources & evidence
- ORD record
- ord-8fd43f6e68dc4c38abf5cd9781a13fdc
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07375098B2
Reaction notes
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