Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane → HCID 10280341, compound

HRID 1281550Notes

Reaction equation

HRID 1281550 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:27]=[CH:26][C:7]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([NH:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[O:16])[CH2:11][CH2:10]2)=[CH:6][CH:5]=1.C([Si]([O:45][C:46]1[CH:51]=[CH:50][C:49]([O:52][CH2:53][CH:54]2[CH2:56][O:55]2)=[CH:48][CH:47]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>ClCCl.CO>[F:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:18][NH:17][C:15]([N:12]2[CH2:11][CH2:10][CH:9]([O:8][C:7]3[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][NH:1][CH2:56][C@H:54]([OH:55])[CH2:53][O:52][C:49]4[CH:50]=[CH:51][C:46]([OH:45])=[CH:47][CH:48]=4)=[CH:27][CH:26]=3)[CH2:14][CH2:13]2)=[O:16])=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 12045564Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilaneHCID 18173501HCID 18173501, compound

Product 1

HCID 10280341HCID 10280341, compoundYield 40.7%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

4-[4-(2-Aminoethyl)phenoxy]-N-(4-fluorobenzyl)-1-piperidinecarboxamide (0.56 g, 1.5 mmol), was reacted with tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenyl-silane (0.606 g, 1.5 mmol) according to Procedure G (eluant: 50:1 going to 20:1 dichloromethane-methanol) to give the title compound (0.47 g, 0.61 mmol).

Sources & evidence

ORD record
ord-62e1517421344305bfcbb2fa90dc42fd
Source dataset
uspto-grants-2002_09
Patent number
US06451814B1

Reaction notes

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