反応 #2200586

反応方程式

(1S,2R,3S)-1-cyano-2-methyl-3-benzyloxy-N-benzylbutylamine

→

(2R,3S)-1-cyano-2-methyl-3-benzyloxy-N-benzylbutylamine

溶媒

CHCl3

CHCl3

反応条件

実験手順

(1S,2R,3S)-1-cyano-2-methyl-3-benzyloxy-N-benzylbutylamine (1S)-(15) [α]D=−12° (c 3.6; CHCl3); IR (CHCl3) 3343, 3090, 3068, 3031, 3013, 2979, 2935, 2880, 2226, 1605, 1587, 1497, 1455, 1386, 1378, 1359, 1333, 1232 cm−1; 1H NMR (250 MHz, CDCl3) δ 7.34 to 7.22 (m, 10H); 4.59 (d, J=11.2 Hz, 1H); 4.37 (d, J=11.2 Hz, 1H); 4.04 (d, J=12.8 Hz, 1H); 3.97 (d, J=4.7 Hz, 1H); 3.79 (d, J=12.8 Hz, 1H); 3.50 (dq, J=8.8; 6.1 Hz, 1H); 2.07 to 1.93 (m, 1H); 1.62 (broad s, 1H, NH); 1.22 (d, J=6.0 Hz, 3H); 1.04 (d, J=6.9 Hz, 3H); 13C NMR (62.5 MHz, CDCl3) δ 138.3; 138.0; 128.4; 128.3; 127.6; 127.5; 127.4; 119.1; 76.0; 70.8; 51.9; 51.5; 42.4; 16.4; 11.7; MS (CI) m/z 309 [M+H]+. HRMS: calculated for C20H25N2O (M+H), 309.19668; found, 309.19321.

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