L-Tartaric acid → 2,3-Dihydroxybutanedioic Acid

Participants

Reaction Steps

The free base was dissolved in acetone and treated with two mole equivalents of L-tartaric acid. This mixture was concentrated and treated with dry ether to give a tartaric acid salt of the title compound as a yellow solid; mp 170°-173° C.; IR (KBr) 3422, 3064, 2940, 2818, 1724, 1652, 1534 cm-1 ; MS (FAB) MH+ m/z 1100, (M+K)+ m/z 1138; 1H-NMR (CDCl3) δ 1.102 (s, 3H), 1.199 (s, 3H), 1.648 (s, 3H), 1.853 (m, H), 1.935 (s, 3H), 2.096 (m, H), 2.195 (s, 3H), 2.303 (m, H), 2.415 (s, 3H), 2.603-2.766 (m, 10H), 3.568 (S, 2H), 3.713 (m, 2H), 3.795 (d, H), 4.175 (d, H), 4.297 (d, H), 4.424 (m, H), 4.953 (d, H), 5.655 (m, 2H), 5.995 (m, H), 6.224 (t, H), 6.269 (S, H), 7.088 (d, NH), 7.200-8.200 (m, 19H).

Provenance & Evidence