2-Bromo-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthalene → 1-[6-(Tert-butyldimethylsilyloxy)-2-naphthyl]-3-methyl-1-(1-trityl-1h-imidazol-4-yl)-1-butanol

HRID 480454Notes

Reaction equation

HRID 480454 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([O:12][Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])[CH:6]=[CH:5]2.[CH3:20][CH:21]([CH3:49])[CH2:22][C:23]([C:25]1[N:26]=[CH:27][N:28]([C:30]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:29]=1)=[O:24]>>[Si:13]([O:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[CH:3]=[C:2]([C:23]([C:25]1[N:26]=[CH:27][N:28]([C:30]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:29]=1)([OH:24])[CH2:22][CH:21]([CH3:49])[CH3:20])[CH:11]=[CH:10]2)([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 134730832-Bromo-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthaleneHCID 187690093-Methyl-1-(1-trityl-1h-imidazol-4-yl)-1-butanone

Product 1

HCID 187690271-[6-(Tert-butyldimethylsilyloxy)-2-naphthyl]-3-methyl-1-(1-trityl-1h-imidazol-4-yl)-1-butanolYield 77.9%

Procedure

6-Bromo-2-tert-butyldimethylsilyloxynaphthalene (33.7 g) and 3-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-butanone (31.5 g) were used as the starting materials. By the same procedure described in Reference example 1, the titled compound (40.6 g) was obtained as a colorless powder.

Sources & evidence

ORD record
ord-b750939c237b4f36864de2cbd129d7aa
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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