1-(1,1-Difluoroethyl)-4-iodobenzene → (S)-((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(1,1-difluoroethyl)phenyl)methanol

HRID 573709Notes

Reaction equation

HRID 573709 reaction equation
[Si:1]([O:8][C@H:9]1[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][C:15]2[N:14]=[C:13]([CH:21]([CH3:23])[CH3:22])[C:12]([CH:24]=[O:25])=[C:11]([I:26])[C:10]1=2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[F:27][C:28]([C:31]1[CH:36]=[CH:35][C:34](I)=[CH:33][CH:32]=1)([F:30])[CH3:29]>>[Si:1]([O:8][C@H:9]1[CH2:18][C:17]([CH3:19])([CH3:20])[CH2:16][C:15]2[N:14]=[C:13]([CH:21]([CH3:22])[CH3:23])[C:12]([C@H:24]([C:34]3[CH:35]=[CH:36][C:31]([C:28]([F:30])([F:27])[CH3:29])=[CH:32][CH:33]=3)[OH:25])=[C:11]([I:26])[C:10]1=2)([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 667620211-(1,1-Difluoroethyl)-4-iodobenzeneHCID 86662512(S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde

Product 1

HCID 66761922(S)-((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(1,1-difluoroethyl)phenyl)methanol

Procedure

Obtained by starting from (S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde and 1-(1,1-difluoroethyl)-4-iodobenzene.

Workup

  1. customObtained

Sources & evidence

ORD record
ord-e78bf50f3ba74f6dadb1b47cec69d7a7
Source dataset
uspto-grants-2015_05
Patent number
US09029544B2

Reaction notes

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