Sodium Hydroxide → HCID 59060807, Verbindung
Reaktionsgleichung
[CH:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH3:17])[CH3:16])[C:5]=1[O:6][CH2:7][C@@H:8]1[CH2:10][O:9]1)([CH3:3])[CH3:2].[NH2:18][CH2:19][C@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:39]=[CH:38][C:33]([C:34]([O:36]C)=[O:35])=[CH:32][CH:31]=3)[CH:26]=2)[O:21]1.[OH-].[Na+]>C(O)(C)C>[CH:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH3:17])[CH3:16])[C:5]=1[O:6][CH2:7][C@@H:8]([OH:9])[CH2:10][NH:18][CH2:19][C@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]([C:34]([OH:36])=[O:35])=[CH:38][CH:39]=3)[CH:26]=2)[O:21]1)([CH3:3])[CH3:2]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
Crude (2S)-2-[(2,6-diisopropylphenoxy)methyl]oxirane (Example 17, 0.55 mmol), was diluted in 2 mL of isopropanol (10% water), and treated with methyl 4-[(2R)-2-(aminomethyl)-3,4-dihydro-2H-chromen-6-yl]benzoate (Example 39, 88 mg, 0.26 mmol). This mixture was stirred at 80° C. for 72 hours, then 1N sodium hydroxide (2 mL) was added to the solution at room temperature, and stirred for another 0.5 hour. The product was then purified by preparative HPLC (Gradient 0-70% Acetonitrile/0.1% aq. TFA) to obtain 56.3 mg of product (as a TFA salt) MH+518.3 (free base).
Aufarbeitung
- stirringstirred for another 0.5 hour
- customThe product was then purified by preparative HPLC (Gradient 0-70% Acetonitrile/0.1% aq. TFA)
Quellen und Nachweise
- ORD-Eintrag
- ord-9cb09c3b0bca45afbb214f948d123fcf
- Quelldatensatz
- uspto-grants-2004_03
- Patentnummer
- US06699860B2
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