Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane → HCID 70003368, compound

HRID 1281539Notes

Reaction equation

HRID 1281539 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH:11]2[CH2:16][CH2:15][N:14]([C:17]([NH:19][CH2:20][C:21]3([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:18])[CH2:13][CH2:12]2)=[CH:6][CH:5]=1.C([Si]([O:49][C:50]1[CH:55]=[CH:54][C:53]([O:56][CH2:57][CH:58]2[CH2:60][O:59]2)=[CH:52][CH:51]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>>[C:26]1([C:21]2([CH2:20][NH:19][C:17]([N:14]3[CH2:13][CH2:12][CH:11]([S:10][C:7]4[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][NH:1][CH2:60][C@H:58]([OH:59])[CH2:57][O:56][C:53]5[CH:54]=[CH:55][C:50]([OH:49])=[CH:51][CH:52]=5)=[CH:9][CH:8]=4)[CH2:16][CH2:15]3)=[O:18])[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 12045564Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilaneHCID 18173766HCID 18173766, compound

Product 1

HCID 70003368HCID 70003368, compoundYield 64.3%

Procedure

4-{[4-(2-Aminoethyl)phenyl]sulfanyl}-N-[(1-phenylcyclopentyl)methyl]-1-piperidinecarboxamide (0.785 g, 1.793 mmol) was reacted with tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane (0.62 g, 1.533 mmol) according to Procedure G to give the title compound (eluant: 20:1 chloroform-methanol) (0.830 g, 0.986 mmol).

Sources & evidence

ORD record
ord-54a618cc48854dcbae214332424e15af
Source dataset
uspto-grants-2002_09
Patent number
US06451814B1

Reaction notes

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