Ethanol → (3R)-2-[(3,4-Dichlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid

HRID 1249043

反応式

HRID 1249043 の反応式
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][C@H:3]([C:14]([OH:16])=[O:15])[NH:2]1.[OH-].[K+].C(O)C.[Cl:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][C:30]=1[Cl:31])[CH2:26]Cl.[C:32](=[S:34])=[S:33]>>[Cl:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][C:30]=1[Cl:31])[CH2:26][S:34][C:32]([N:2]1[C@@H:3]([C:14]([OH:16])=[O:15])[CH2:4][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[NH:12][C:13]=2[CH2:1]1)=[S:33]

参加物

6

反応物 5

HCID 702EthanolHCID 6348Carbon DisulfideHCID 76093,4-Dichlorobenzyl chlorideHCID 14797Potassium HydroxideHCID 675102D-1,2,3,4-Tetrahydronorharman-3-carboxylic acid

生成物 1

HCID 13561937(3R)-2-[(3,4-Dichlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid収率 51%

実験手順

In the same manner as described in Example 16, (3R)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (3.24 g), KOH (1.75 g), 70% ethanol (45 ml), carbon disulfide (0.88 ml) and 3,4-dichlorobenzyl chloride (3.52 g) are reacted and treated. The product is purified by silica gel column chromatography (solvent, chloroform:methanol:acetic acid=97:2:1) to give the title compound (3.37 g, 51%), as pale yellow powder.

後処理

  1. customare reacted
  2. additiontreated
  3. customThe product is purified by silica gel column chromatography (solvent, chloroform:methanol:acetic acid=97:2:1)

出典と根拠

ORDレコード
ord-274e0d2019404554948768c523a8e926
出典データセット
uspto-grants-1986_12
特許番号
US04628057

関連ノート

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