Carbon Disulfide → Butyl (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), n-butyl iodide (2.97 g), methanol (25 ml) and water (5 ml), there is prepared the title compound (2.0 g, 60%) as colorless needles, m.p. 60°-63° C. (recrystallized from ethanol), [α]D20 +133.6° (c=1.0, methanol). NMR (CDCl3, δ): 0.93 (m, 3H, CSS(CH2)3CH3), Mass m/e: 334 (M+), 244 (M+ -n-thiobutanol).

Provenance & Evidence