Iodoethane → Ethyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

Participants

Reaction Steps

In the same manner as described in Example 2 by using (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (2.02 g), triethylamine (1.52 g), CS2 (1.14 g), ethyl iodide (2.34 g), ethanol (25 ml) and water (5 ml), there is prepared the title compound (2.0 g, 65%) as colorless needles, m.p. 74°-76° C. (recrystallized from ethanol), [α]D20 +146.0° (c=1, methanol). NMR (CDCl3, δ): 1.35 (t, J=7.5 Hz, 3H, CSSCH2CH3), 3.36 (q, J=7.5 Hz, 2H, CSSCH2CH3), Mass m/e: 306 (M+), 244 (M+ -thioethanol).

Provenance & Evidence