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Dimethylformamide → racemic (2'R,3R,4'S)-6-chloro-4'-(3-chlorophenyl)-2,3-dihydro-1'-methyl-2'-(2-methylphenyl)-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid tert-butyl ester

HRID 155944
Notes
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Reaction equation

HRID 155944 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[C:9](=[O:38])[C:10]2([c:11]3[cH:12][cH:13][c:14]([Cl:17])[cH:15][c:16]31)[CH:18]([c:31]1[c:32]([CH3:37])[cH:33][cH:34][cH:35][cH:36]1)[NH:19][C:20](=[O:30])[CH2:21][CH:22]2[c:23]1[cH:24][c:25]([Cl:29])[cH:26][cH:27][cH:28]1.[CH3:43][N:44]([CH3:45])[CH:46]=[O:47].[CH3:48][CH2:49][O:50][C:51](=[O:52])[CH3:53].[H-:39].[I:41][CH3:42].[Li+:40]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[C:9](=[O:38])[C:10]2([c:11]3[cH:12][cH:13][c:14]([Cl:17])[cH:15][c:16]31)[CH:18]([c:31]1[c:32]([CH3:37])[cH:33][cH:34][cH:35][cH:36]1)[N:19]([CH3:42])[C:20](=[O:30])[CH2:21][CH:22]2[c:23]1[cH:24][c:25]([Cl:29])[cH:26][cH:27][cH:28]1
ParticipantsSources & evidenceReaction notes

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 28486Lithium ionHCID 166653HydrideHCID 90866629racemic (2'R,3R,4'S)-6-chloro-4'-(3-chlorophenyl)-2,3-dihydro-2'-(2-methylphenyl)-2,6'-dioxospiro[indole-3,3'-piperidine]-1-carboxylic acid tert-butyl ester

Product

1
HCID 90718123racemic (2'R,3R,4'S)-6-chloro-4'-(3-chlorophenyl)-2,3-dihydro-1'-methyl-2'-(2-methylphenyl)-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-9de9328c0f3540e986646b17d80e4657
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes