Reaktion #167560

Reaktionsgleichung

BOC2O

PH3

2-(tetrahydro-2H-pyran-4-ylamino)acetic acid

HCl H2O

Et3N

→

2-(tert-butoxycarbonyl(tetrahydro-2H-pyran-4-yl)amino)acetic acid

Ausbeute 43.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction was concentrated by reduced pressure
2. 2
   Sonstigeproviding a light yellow oil to which
3. 3
   ExtraktionThe reaction mixture was extracted by ethyl acetate 3×20 mL
4. 4
   Trocknendried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated to dryness
7. 7
   workup.ADDITIONEther was added
8. 8
   Sonstigethe mixture was sonicated
9. 9
   Filtrationfiltered

Vorschrift

2-(tetrahydro-2H-pyran-4-ylamino)acetic acid (0.2 g, 1.256 mmol) F44 was dissolved in DMF (22.5 mL) and Et3N (2.5 mL, 17.94 mmol). After 5 minutes BOC2O (0.583 mL, 2.51 mmol) was added and the reaction solution was heated to 60° C. for 1 h. The reaction was concentrated by reduced pressure providing a light yellow oil to which was added 20 mL HCl/H2O which was adjusted to PH3 at 0° C. and stirred for 10 minutes. The reaction mixture was extracted by ethyl acetate 3×20 mL, dried (MgSO4), filtered, and concentrated to dryness. Ether was added and the mixture was sonicated and filtered providing a white solid F45 2-(tert-butoxycarbonyl(tetrahydro-2H-pyran-4-yl)amino)acetic acid (0.14 g, 0.540 mmol, 43.0% yield).

Quelle