Hydrogen chloride-ethyl acetate → HCID 76902416, Verbindung

HRID 1507050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1507050
[CH:1]1([N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][CH:23]([OH:34])[CH2:24][N:25]3[CH2:33][C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:26]3)[CH:16]=2)C(=O)OC(C)(C)C)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[CH:1]1([NH:6][CH2:14][C:15]2[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=2)[O:21][CH2:22][CH:23]([OH:34])[CH2:24][N:25]2[CH2:26][C:27]3[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:33]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

4

Edukt 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86729455HCID 86729455, Verbindung

Produkt 1

HCID 76902416HCID 76902416, VerbindungAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl cyclopentyl(3-(2-hydroxy-3-(isoindolin-2-yl) propoxy) benzyl)carbamate (200 mg, 0.43 mmol) in ethyl acetate (10 mL) was added HCl/ethyl acetate (5 mL) at 0° C. After 4 h, the reaction mixture was concentrated and purified by preparative HPLC purification. (90 mg, yield 57%) MS (ESI+) e/z: 367.3 [M+1]+. 1H NMR (MeOD, 400 MHz), δ ppm: 7.42-7.37 (m, 5H), 7.15-7.05 (m, 3H), 4.72-4.59 (m, 4H), 4.48-4.42 (m, 1H), 4.18 (s, 2H), 4.11-4.08 (m, 2H), 3.74-3.30 (m, 3H), 2.19-2.12 (m, 2H), 1.84-1.65 (m, 6H).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated
  2. custompurified by preparative HPLC purification

Quellen und Nachweise

ORD-Eintrag
ord-d2bd02c65346408dae4624c1faac8247
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221794B2

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