3-Hydroxybenzaldehyde → (1RS,3RS)-1-(3-hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester

HRID 1565616Notes

Reaction equation

HRID 1565616 reaction equation
[CH3:1][O:2][C:3]([C:4]([CH2:5][c:6]1[cH:7][nH:8][c:9]2[cH:10][cH:11][c:12]([O:15][CH3:16])[cH:13][c:14]12)([CH3:17])[NH2:18])=[O:19].[CH3:32][OH:33].[Cl:29][CH2:30][Cl:31].[OH:20][c:21]1[cH:22][c:23]([CH:24]=[O:25])[cH:26][cH:27][cH:28]1>>[CH3:1][O:2][C:3]([C:4]1([CH3:17])[CH2:5][c:6]2[c:7]([nH:8][c:9]3[cH:10][cH:11][c:12]([O:15][CH3:16])[cH:13][c:14]23)[CH:24]([c:23]2[cH:22][c:21]([OH:20])[cH:28][cH:27][cH:26]2)[NH:18]1)=[O:19]

Participants

5

Reactant 4

HCID 1013-HydroxybenzaldehydeHCID 887MethanolHCID 6344DichloromethaneHCID 58212094(RS)-2-amino-3-(5-methoxy-1H-indol-3-yl)-2-methyl-propionic acid methyl ester

Product 1

HCID 68851536(1RS,3RS)-1-(3-hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-157eb071dc3d4ad8949046434d35e066
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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