Reaktion #93346

Reaktionsgleichung

n-decyl bromide

(3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline

triethylamine

CS2

→

n-Decyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis prepared
2. 2
   Sonstigethe title compound (2,48 g, 59%) as colorless needles, m.p. 115°-118° C. (recrystallized from ether-n-hexane), [α]D20 +113.0° (c=1.0, methanol)

Vorschrift

In the same manner as described in Example 29 by using (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (2.02 g), triethylamine (1.67 ml), CS2 (0.72 ml), n-decyl bromide (2.65 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (2,48 g, 59%) as colorless needles, m.p. 115°-118° C. (recrystallized from ether-n-hexane), [α]D20 +113.0° (c=1.0, methanol); NMR (CDCl3, δ): 0.95 (m, 3H, --CH3); Mass m/e: 418 (M+), 244 (M+ --C10H21SH).

Quelle