(2S,3S)-2-nitro-5-phenyl-1,3-pentanediol are as follows:
[α]D 24 −17.7° (c 0.86, chloroform, 98% ee),
mp 101-102°C;
1H NMR δ: 1.83-1.95 (m, 2 H), 2.19 (br-t, 1 H, J = 6.2), 2.44 (br-d, 1 H, J = 7.5), 2.75 (m, 1 H), 2.90 (m, 1 H), 4.03-4.23 (m, 3 H), 4.57 (ddd, 1 H, J = 4.0, 5.2, 6.7), 7.17-7.35 (m, 5 H) ;
13C NMR δ: 31.45 (CH), 35.15 (CH2), 61.78 (CH2), 69.53 (CH2), 92.08 (CH), 126.33 (CH), 128.43 (CH), 128.64 (CH) 140.56 (C) ;
IR (KBr) cm−1: 3332, 1559, 1369 ;
FABMS (glycerol) m/z 226 (M++1), 161, 91 (base peak).
Anal. calcd for C11H15NO4: C, 58.66; H, 6.71; N, 6.22. Found: C, 58.47; H, 6.77; N, 5.93.