Triphenylphosphine → HCID 86674596, Verbindung

HRID 2170712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170712
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])=[CH:16][CH:17]=3)[C:12]([CH3:25])=[C:11]2[CH3:26])[CH3:9])=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[C@H:47]([CH3:52])[C:48]([O:50][CH3:51])=[O:49].CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[CH3:51][O:50][C:48](=[O:49])[C@@H:47]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])=[CH:16][CH:17]=3)[C:12]([CH3:25])=[C:11]2[CH3:26])[CH3:9])=[CH:6][CH:7]=1)[CH3:52]

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 637514(+)-Methyl lactateHCID 5363146Diisopropyl azodicarboxylateHCID 86674595HCID 86674595, Verbindung

Produkt 1

HCID 86674596HCID 86674596, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To allyl 1-(1-(4-hydroxyphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxylate (0.286 g, 0.82 mmol) in THF (0.8 mL) in an ice bath was added triphenylphosphine (0.28 g, 1.07 mmol) and then (R)-methyl 2-hydroxypropanoate (0.093 mL, 0.98 mmol). DIAD (0.24 mL, 1.23 mmol) was added dropwise to the cold solution. The mixture was stirred at room temperature for 16 hr. The solvent was removed and the residue was purified by silica gel chromatography to obtain the title compound. ESI-MS (m/z): 436 [M+H]+.

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1ddeef3d6a3d4cc9a90064cb899531cc
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051265B2

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