Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane → 4-(4-{2-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acid isopropyl-amide
Reaction equation
C(O)=O.[NH2:4][CH2:5][CH2:6][C:7]1[CH:25]=[CH:24][C:10]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][CH:21]([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)=[CH:9][CH:8]=1.C([Si]([O:43][C:44]1[CH:49]=[CH:48][C:47]([O:50][CH2:51][CH:52]2[CH2:54][O:53]2)=[CH:46][CH:45]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>>[CH:21]([NH:20][C:18]([N:15]1[CH2:16][CH2:17][CH:12]([NH:11][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][CH2:5][NH:4][CH2:54][C@H:52]([OH:53])[CH2:51][O:50][C:47]3[CH:48]=[CH:49][C:44]([OH:43])=[CH:45][CH:46]=3)=[CH:25][CH:24]=2)[CH2:13][CH2:14]1)=[O:19])([CH3:22])[CH3:23]Participants
3
Reactant 2
Product 1
Procedure
4-[4-(2-Aminoethyl)anilino]-N-isopropyl-1-piperidinecarboxamide formate (0.35 g, 1.0 mmol) was reacted with tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenyl-silane (0.364 g, 0.90 mmol) according to Procedure G to give the title compound (eluant: 20:1 chloroform-methanol) (0.152 g, 0.214 mmol).
Sources & evidence
- ORD record
- ord-97636a4130d54309ad7fe2e3a4b44808
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06605618B2
Reaction notes
Loading…