Triethylsilane → HCID 69486816, Verbindung

HRID 2215210

Reaktionsgleichung

Reaktionsgleichung von HRID 2215210
[CH2:1]([O:3][C:4](=[O:35])[CH:5]([O:31][CH:32]([CH3:34])[CH3:33])[CH:6]([C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([O:15][CH2:16][CH2:17][C:18]2[N:19]=[C:20]([CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[O:21][C:22]=2[CH3:23])=[C:10]([CH3:30])[CH:9]=1)O)[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4](=[O:35])[CH:5]([O:31][CH:32]([CH3:34])[CH3:33])[CH2:6][C:8]1[CH:9]=[C:10]([CH3:30])[C:11]([O:15][CH2:16][CH2:17][C:18]2[N:19]=[C:20]([CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]3)[O:21][C:22]=2[CH3:23])=[C:12]([CH3:14])[CH:13]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 12052TriethylsilaneHCID 694896663-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester

Produkt 1

HCID 69486816HCID 69486816, VerbindungAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

0.189 g of the above prepared 3-{4-[2-(2-cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester (0.388 mmol) was dissolved in 1.5 ml of trifluoroacetic acid, treated at 0° with 0.620 ml of triethylsilane (10 eq.) and then kept for 32 h at RT under vigorous stirring. The reaction mixture was then poured onto crashed ice/AcOEt/NaHCO3, the organic layer washed with water (pH of aq. Phase ˜9), dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) produced 0.182 g of the title compound as colorless oil.

Aufarbeitung

  1. additionThe reaction mixture was then poured
  2. washthe organic layer washed with water (pH of aq. Phase ˜9)
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-05674c7897284aabace2cf534af84b86
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109225B2

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