Methyl iodide → Methyl (3R)-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 (3R)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (22.58 g), triethylamine (15.7 ml), CS2 (6.93 ml), methyl iodide (7.16 ml) and 70% ethanol (340 ml), there is prepared the title compound (28.7 g, 88%) as colorless needles, m.p. 106°-108° C. (recrystallized from aqueous ethanol), [α]D20 -158.6° (c=1.0, methanol). NMR (CDCl3, δ): 2.67 (s, 3H, CSSCH3), Mass m/e: 292 (M+), 244 (M+ --CH3SH).

Provenance & Evidence