Dichloromethane → racemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-(5-fluoro-2-methyl-phenyl)-1'-hydroxycarbonylmethyl-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

HRID 1143314Notes

Reaction equation

HRID 1143314 reaction equation
[CH3:1][O:2][CH:3]([Si:4]([CH3:5])([CH3:6])[CH3:7])[CH3:8].[Cl:56][CH2:57][Cl:58].[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([c:42]2[cH:43][c:44]([Cl:48])[cH:45][cH:46][cH:47]2)[N:21]([CH2:34][C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[C:22](=[O:33])[CH2:23][CH:24]1[c:25]1[c:26]([CH3:32])[cH:27][cH:28][c:29]([F:31])[cH:30]1.[OH:49][C:50]([C:51]([F:52])([F:53])[F:54])=[O:55]>>[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([c:42]2[cH:43][c:44]([Cl:48])[cH:45][cH:46][cH:47]2)[N:21]([CH2:34][C:35](=[O:36])[OH:37])[C:22](=[O:33])[CH2:23][CH:24]1[c:25]1[c:26]([CH3:32])[cH:27][cH:28][c:29]([F:31])[cH:30]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 77581376tert-butyl 2-[6-chloro-2'-(3-chlorophenyl)-4'-(5-fluoro-2-methylphenyl)-2,6'-dioxospiro[1H-indole-3,3'-piperidine]-1'-yl]acetate

Product 1

HCID 76568188racemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-(5-fluoro-2-methyl-phenyl)-1'-hydroxycarbonylmethyl-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

Sources & evidence

ORD record
ord-77ab346e61e74501b9c9f77bc7de34c8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

Loading…