Carbon Disulfide → 4-Chlorobenzyl (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

Beteiligte Stoffe

Reaktionsschritte

In the same manner as described in Example 13 by using (1S,3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (216 mg), 2N NaOH (1.5 ml), CS2 (228 mg), 4-chlorobenzyl chloride (480 mg) and 80% ethanol (5 ml), there is prepared the title compound (292 mg, 70%) as white powder, [α]D20 +136.4° (c=1.1, methanol). NMR (CDCl3, δ): 1.63 (d, J=6.5 Hz, 3H, C1 --CH3), 4.57 (s, 2H, CSSCH2 -C6H4 -p-Cl), Mass m/e: 291 (M+ -CH2C6H4 -p-Cl), 258 (M+ -p-Cl-C6H4 -CH2SH).

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