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Triphenylphosphine → HCID 54510683, Verbindung

HRID 747778
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 747778
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:20][CH2:21][CH2:22][OH:23])[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:24]([C:26]1[CH:27]=[C:28](O)[CH:29]=[CH:30][CH:31]=1)#[N:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:20][CH2:21][CH2:22][O:23][C:30]1[CH:29]=[CH:28][CH:27]=[C:26]([C:24]#[N:25])[CH:31]=1)[C:10]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 133943-CyanophenolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 53858440benzyl N-(tert-butoxycarbonyl)-5-hydroxy-D-norvalinate

Produkt 1

HCID 54510683HCID 54510683, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

6.77 g (21 mmol) of benzyl 2-(2R)-t-butoxycarbonylamino-5-hydroxypentanoate was dissolved in 105 ml of tetrahydrofuran. 2.74 g (23 mmol) of 3-cyanophenol, 6.6 g (25 mmol) of triphenylphosphine and 10 g (23 mmol) of diethyl azodicarboxylate (40% solution in toluene) were added to the solution, and they were stirred at room temperature for one hour. The solvent was distilled off, and the residue was treated with ethyl acetate as the extractant in an ordinary manner. The solvent was distilled off, and the residue was purified by the silica gel column chromatography to obtain the title compound.

Aufarbeitung

  1. distillationThe solvent was distilled off
  2. additionthe residue was treated with ethyl acetate as the extractant in an ordinary manner
  3. distillationThe solvent was distilled off
  4. customthe residue was purified by the silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6917299838a641ee901d8d37343aaa7d
Quelldatensatz
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07396844B1

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