StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Ammonium Chloride → HCID 70975872, Verbindung

HRID 455276
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 455276
[F:1][C:2]([F:40])([F:39])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([N:14]2[CH2:18][C@@H:17]([O:19][Si:20]([C:33]([CH3:36])([CH3:35])[CH3:34])([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:16][C@@H:15]2[CH2:37]O)=[O:13])=[CH:7][CH:6]=1.S(Cl)(C)(=O)=O.CC([O-])(C)C.[K+].[NH4+].[Cl-]>C(Cl)Cl>[C:33]([Si:20]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[O:19][C@@H:17]1[CH2:18][N:14]2[C:12](=[O:13])[N:11]([C:8]3[CH:7]=[CH:6][C:5]([O:4][CH2:3][C:2]([F:40])([F:39])[F:1])=[CH:10][CH:9]=3)[CH2:37][C@H:15]2[CH2:16]1)([CH3:34])([CH3:35])[CH3:36]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 25517Ammonium ChlorideHCID 31297Methanesulfonyl chlorideHCID 23665647Potassium tert-butoxideHCID 71020561HCID 71020561, Verbindung

Produkt 1

HCID 70975872HCID 70975872, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
3×

Versuchsvorschrift

To a solution of (2R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid [4-(2,2,2-trifluoro-ethoxy)-phenyl]-amide (400 mg, 0.699 mmol) in DCM (5 mL) was added TEA (0.14 mL, 1.048 mmol) followed by mesylchloride (0.07 mL, 1.048 mmol) at 0° C. and stirred at room temperature for 12 h. DCM was added, the organic layer was washed with water and brine, dried over Na2SO4 and concentrated to dryness. 400 mg of the residue was taken up in THF (5 mL), t-BuOK (91 mg, 0.813 mmol) was added and the mixture was stirred for 1 h at room temperature. NH4Cl aq. and DCM was added. The organic layer was washed with water and brine, dried over Na2SO4. The residue was purified through column chromatography over silica (elution with 10% ethyl acetate in hexane) to afford (6S,7aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one as an off white solid.

Aufarbeitung

  1. washthe organic layer was washed with water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to dryness
  4. stirringthe mixture was stirred for 1 h at room temperature
  5. washThe organic layer was washed with water and brine
  6. dry with materialdried over Na2SO4
  7. customThe residue was purified through column chromatography over silica (elution with 10% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-11ed7eb27259432380fd8b02824bbd73
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08497288B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion