Reaktion #1546905

Reaktionsgleichung

(3R)-1-(tert-butoxycarbonyl)-3-[(methanesulfonyloxy)methyl]pyrrolidine

4-fluorobenzyl mercaptan

potassium carbonate

→

title compound

Ausbeute 100.2%

(3R)-1-(tert-Butoxycarbonyl)-3-[(4-fluorobenzylthio)methyl]pyrrolidine

Ausbeute 100.2%

Lösungsmittel

DMF

Reaktionsbedingungen

Vorschrift

Using a similar method to that described in Example 93, step 1, (3R)-1-(tert-butoxycarbonyl)-3-[(methanesulfonyloxy)methyl]pyrrolidine (1.5000 g, 5.37 mmol) was reacted with 4-fluorobenzyl mercaptan (1.5511 g, 10.91 mmol) and potassium carbonate (1.1132 g, 8.05 mmol) in DMF (30 ml) at room temperature for 24 h to give 1.7507 g (100%) of the title compound as a colourless oil. δH (360 MHz, CDCl3) 1.45 (9H, s), 1.60 (1H, m), 2.00 (1H, m), 2.44 (2H, m), 2.97 (1H, m), 3.28 (1H, m), 3.46 (2H, m), 3.69 (2H, s), 7.00 (2H, t, J=8.6 Hz), 7.25-7.29 (2H, m). m/e (ES+) 348 (M+Na)+, 326 M+H)+, 270 (M-CMe3 +2H)+.

Quelle