HCID 86655969, Verbindung → HCID 86655968, Verbindung

HRID 626638

Reaktionsgleichung

Reaktionsgleichung von HRID 626638
[CH2:1]([O:8][C:9](=[O:33])[NH:10][C@@H:11]([C:21](=[O:32])[NH:22][C@H:23]([CH2:27][O:28][CH2:29][CH:30]=C)[CH:24]([CH3:26])[CH3:25])[CH2:12][C:13]1[N:14]=[CH:15][N:16]([CH2:18][CH:19]=C)[CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1>[CH2:1]([O:8][C:9](=[O:33])[NH:10][C@@H:11]1[CH2:12][C:13]2=[CH:17][N:16]([CH:15]=[N:14]2)[CH2:18][CH:19]=[CH:30][CH2:29][O:28][CH2:27][C@H:23]([CH:24]([CH3:25])[CH3:26])[NH:22][C:21]1=[O:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 1

HCID 86655969HCID 86655969, Verbindung

Produkt 1

HCID 86655968HCID 86655968, VerbindungAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 11147261(1,3-Dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)benzylidene ruthenium dichlorideKatalysatorHCID 178425456HCID 178425456, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 0.735 g (1.62 mmol) of benzyl[(R)-2-(1-allyl-1H-imidazol-4-yl)-1-((S)-1-allyloxymethyl-2-methylpropylcarbamoyl)ethyl]carbamate in 370 ml of dichloromethane was mixed with 0.210 g (0.24 mmol) of benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium (Grubbs II catalyst) and stirred at RT. The mixture was stirred at RT for several days with repeated addition of Grubbs II catalyst until starting material was no longer present (LC/MS). The mixture was concentrated and the residue was chromatographed on silica gel (dichloromethane/methanol 99:1→9:1). 0.506 g of the title compound was obtained.

Aufarbeitung

  1. stirringThe mixture was stirred at RT for several days
  2. concentrationThe mixture was concentrated
  3. customthe residue was chromatographed on silica gel (dichloromethane/methanol 99:1→9:1)

Quellen und Nachweise

ORD-Eintrag
ord-bb6be0ca53ed4ae6891a7462896bf134
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309207B2

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