4-Hydroxybenzaldehyde → Methyl 1,2,3,4-tetrahydro-1-(4-hydroxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylate

HRID 377448

反応式

HRID 377448 の反応式
[CH2:1]([O:3][C:4](=[O:17])[C@H:5]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[NH2:6])C.[OH:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1>>[OH:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]2[C:9]3[NH:10][C:11]4[C:16]([C:8]=3[CH2:7][CH:5]([C:4]([O:3][CH3:1])=[O:17])[NH:6]2)=[CH:15][CH:14]=[CH:13][CH:12]=4)=[CH:21][CH:20]=1

参加物

3

反応物 2

HCID 1264-HydroxybenzaldehydeHCID 81996L-Tryptophan, ethyl ester

生成物 1

HCID 11186332Methyl 1,2,3,4-tetrahydro-1-(4-hydroxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylate

実験手順

The same method but starting from racemic tryptophan ethyl ester and 4-hydroxybenzaldehyde gave the title compound as pale yellow crystals 1H NMR (DMSO) δ(ppm): 10.3 (s, 1H, NH-indole) 9.4 (s, 1H, OH); 7.8-7.5 (m, 8H, H aromatic); 5.1 (brs, 1H, H-1); 3.9 (m, 1H, H-3); 3.75 (s, 3H, CO2CH3) 3.1 (m, 1H, H4); 2.8 (m, 1H, H-4).

出典と根拠

ORDレコード
ord-f6d5743a60aa4dcd96aa2658da68c73d
出典データセット
uspto-grants-2000_02
特許番号
US06025494

関連ノート

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