(1R,3S)-methyl 1-amino-3-(4-(7-methoxyhept-1-ynyl)phenyl)cyclopentanecarboxylate → (1R,3S)-methyl 1-amino-3-(4-(7-methoxyheptyl)phenyl)cyclopentanecarboxylate

HRID 1511848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1511848
[NH2:1][C@:2]1([C:22]([O:24][CH3:25])=[O:23])[CH2:6][CH2:5][C@H:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][CH3:21])=[CH:9][CH:8]=2)[CH2:3]1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[NH2:1][C@:2]1([C:22]([O:24][CH3:25])=[O:23])[CH2:6][CH2:5][C@H:4]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][CH3:21])=[CH:9][CH:8]=2)[CH2:3]1

Komponenten

5

Edukt 2

HCID 68936341(1R,3S)-methyl 1-amino-3-(4-(7-methoxyhept-1-ynyl)phenyl)cyclopentanecarboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 57554607(1R,3S)-methyl 1-amino-3-(4-(7-methoxyheptyl)phenyl)cyclopentanecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

(1R,3S)-methyl 1-amino-3-(4-(7-methoxyhept-1-ynyl)phenyl)cyclopentanecarboxylate was taken up in ethanol (14.94 ml). To this was added Pearlman's Catalyst (0.052 g, 0.075 mmol) and the mixture was stirred at ambient temperature under the atmosphere of hydrogen. After about 15 hours, the reaction mixture was filtered through Celite® and the filtrate was concentrated in vacuo to yield (1R,3S)-methyl 1-amino-3-(4-(7-methoxyheptyl)phenyl)cyclopentanecarboxylate (0.48 g, 1.38 mmol) as dark green oil.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-da48d54787224bdb882f0fd9c600dfe1
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217027B2

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