t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane → 4-((2S)-2-Hydroxy-3-{[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-ylmethyl]-amino}-propoxy)-phenol

HRID 1634792Notes

Reaction equation

HRID 1634792 reaction equation
C([Si]([O:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C@@H:27]2[CH2:29][O:28]2)=[CH:21][CH:20]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C.[CH3:30][N:31]1[CH:35]=[C:34]([S:36]([N:39]2[CH2:44][CH2:43][CH:42]([CH2:45][NH2:46])[CH2:41][CH2:40]2)(=[O:38])=[O:37])[N:33]=[CH:32]1>>[OH:28][C@@H:27]([CH2:29][NH:46][CH2:45][CH:42]1[CH2:41][CH2:40][N:39]([S:36]([C:34]2[N:33]=[CH:32][N:31]([CH3:30])[CH:35]=2)(=[O:38])=[O:37])[CH2:44][CH2:43]1)[CH2:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([OH:18])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 11327180t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilaneHCID 623756311-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-ylmethyl amine

Product 1

HCID 102242034-((2S)-2-Hydroxy-3-{[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-ylmethyl]-amino}-propoxy)-phenolYield 10.6%

Procedure

Prepared from t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane (0.404 g, 1.0 mmol) and [1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-ylmethyl amine (0.650 g, 1.8 mmol) according to the procedure used in example 37 to give 0.045 g of the title compound as a white solid.

Sources & evidence

ORD record
ord-49047d37bb974f0fb7dbbb69ec1795a0
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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