Reaktion #624177

Reaktionsgleichung

(1-Tert-butoxycarbonylaminocyclobutyl)-hydroxyacetic acid

acetic anhydride

→

title compound

Acetoxy-(1-tert-butoxycarbonylamino-cyclobutyl)-acetic acid

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was first concentrated under vacuum
2. 2
   workup.ADDITIONdiluted with 5 mL EtOAc
3. 3
   WaschenThe organic solution was washed with 1N HCl (2 mL)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Sonstigeevaporated under vacuum which

Vorschrift

(1-Tert-butoxycarbonylaminocyclobutyl)-hydroxyacetic acid (201.5 mg, 0.822 mmol) was stirred with acetic anhydride (95 mL) in pyridine (1.5 mL) for 24 h. The mixture was first concentrated under vacuum, and then diluted with 5 mL EtOAc. The organic solution was washed with 1N HCl (2 mL) followed by saturated aqueous NaCl (2 mL), dried (Na2SO4), and evaporated under vacuum which gave the title compound. LC-UV/MS API-ES− m/z 286 [M−H]−1H NMR (400 MHz, DMSO-d6) δ ppm 7.11 (s, 1H), 5.00 (s, 1H, CHOAc), 2.28 (m, 2H), 2.07 (s, 3H, Me), 2.04 (m, 2H), 1.81 (m, 1H), 1.67 (m, 1H), 1.35 (s, 9H, Boc).

Quelle