(Trifluoromethyl)trimethylsilane → HCID 137329876, compound

HRID 2223341Notes

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:48]=[CH2:49])[C@H:32]([C@@H:33]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][C:40](=[O:45])[C:41]([F:44])([F:43])[F:42])[CH2:34][C@:18]12[CH3:19])[C:31]1[CH:30]=[CH:29][C:28]([O:46][CH3:47])=[CH:27][C:26]=1[CH2:25][CH2:24]3)(C(C)(C)C)([CH3:11])[CH3:10]>>[C:18]([C@H:19]1[CH2:22][CH2:21][C@H:20]2[C@@:23]3([CH:48]=[CH2:49])[C@H:32]([C@@H:33]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][C:40]([C:41]([F:44])([F:43])[F:42])([O:45][Si:5]([CH3:6])([CH3:7])[CH3:8])[C:41]([F:42])([F:44])[F:43])[CH2:34][C@:18]12[CH2:17][O:16][SiH:9]([CH3:10])[CH3:11])[C:31]1[CH:30]=[CH:29][C:28]([O:46][CH3:47])=[CH:27][C:26]=1[CH2:25][CH2:24]3)([CH3:20])([CH3:19])[CH3:17]

Participants

Reactant 2

HCID 552549(Trifluoromethyl)trimethylsilane

HCID 12136530HCID 12136530, compound

Product 1

HCID 137329876HCID 137329876, compound

Procedure

In the reaction with (trifluoromethyl)-trimethylsilane analogously to instructions 1.1, 131 mg of alcohol 16b yields 162 mg of trimethylsilyl ether 17b as a yellow, viscous mass (GC-MS: m/z theor.: 734, pract.: 734). The latter is, without performing the reaction with tetrabutylammonium fluoride-trihydrate, used in the next stage.

Sources & evidence

ORD record: ord-10842a1cfb724772a8349048c8a165bb
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07375098B2

Reaction notes

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