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Carbon Disulfide → 4-Methylbenzyl (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon Disulfide | HCID 6348 | — |
| 反応物 | 4-Methylbenzyl chloride | HCID 7722 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline | HCID 13375562 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 4-Methylbenzyl (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate | HCID 13392991 | 80% |
反応手順
In the same manner as described in Example 34 by using (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (1.08 g), triethylamine (1.01 g), CS2 (0.76 g), 4-methylbenzyl chloride (1.4 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (1.58 g, 80%) as white powder, [α]D20 +63.2° (c=0.5, methanol); NMR (CDCl3, δ): 2.31 (s, 3H, ##STR18## 4.66 (s, 2H, ##STR19## Mass m/e: 396 (M+), 258 (M+ -- ##STR20##
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04612317 |
| 出典データセット | uspto-grants-1986_09 |
| ORD ID | ord-495d03aaaf604437bcda0dbef8bf1b69 |
| 出典メモ | uspto-grants-1986_09 |