Reaktion #541604

Reaktionsgleichung

ethyl 8-oxa-2-azaspiro[4.5]decane-3-carboxylate

HATU

N-[(methyloxy)carbonyl]-L-valine

Hunig's base

→

product

Ausbeute 90.0%

ethyl 2-{N-[(methyloxy)carbonyl]-L-valyl}-8-oxa-2-azaspiro[4.5]decane-3-carboxylate

Ausbeute 90.0%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction was concentrated in vacuo
2. 2
   Sonstigepurified by C18 RP chromatography
3. 3
   Wascheneluting with 10-90% ACN/water/0.2% NH4OH

Vorschrift

To a solution of ethyl 8-oxa-2-azaspiro[4.5]decane-3-carboxylate (101) (200 mg, 0.94 mmol), HATU (392 mg, 1.03 mmol) and N-[(methyloxy)carbonyl]-L-valine (181 mg, 1.03 mmol) in anhydrous CH2Cl2 (6 mL) was added Hunig's base (0.33 mL, 1.88 mmol) and the solution stirred at rt under nitrogen. After 2 h, the reaction was concentrated in vacuo, purified by C18 RP chromatography, eluting with 10-90% ACN/water/0.2% NH4OH, to afford the product as a yellow oil (313 mg, 90% yield).

Quelle