Reaktion #606296

Reaktionsgleichung

3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-vinyl]-azetidine-1-carboxylic acid tert-butyl ester

→

3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-ethyl]-azetidine-1-carboxylic acid tert-butyl ester

Ausbeute 96.3%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Sonstigethe filtrate was evaporated in vacuo

Vorschrift

A mixture of 3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-vinyl]-azetidine-1-carboxylic acid tert-butyl ester (0.5 g, 1.212 mmol) and Pd/C (0.258 g, 0.242 mmol, 10%) in MeOH (10 mL) was stirred under H2 at ambient temperature for 1 h. The reaction mixture was filtered and the filtrate was evaporated in vacuo to give 3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-ethyl]-azetidine-1-carboxylic acid tert-butyl ester (0.484 g, 96%) as a solid. LC/MS (Table 1, Method 25) Rt=0.858 min.; MS m/z: 415 [M+H]+ and 359 [M+H−56]+. 1H NMR (CDCl3, 400 MHz): δ 8.08 (brs, 1H), 6.96 (d, J=8.4 Hz, 1H), 6.83 (d, J=8.4 Hz, 1H), 6.73 (s, 1H), 4.78 (m, 1H), 4.63-4.56 (m, 2H), 3.84 (m, 2H), 3.57 (d, J=8.0 Hz, 1H), 3.35 (d, J=8.0 Hz, 1H), 2.98 (m, 1H), 1.66-1.49 (m, 12H), 1.27 (d, J=7.3 Hz, 3H), 1.21 (s, 3H).

Quelle