Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane → 1-Hexyl-3-{4-[4-(4-[2-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidine-1-sulfonyl]-phenyl]-urea

HRID 396085Notes

Reaction equation

HRID 396085 reaction equation
C(O)=O.[NH2:4][CH2:5][CH2:6][C:7]1[CH:38]=[CH:37][C:10]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([S:18]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[O:29])=[CH:23][CH:22]=3)(=[O:20])=[O:19])[CH2:14][CH2:13]2)=[CH:9][CH:8]=1.C([Si]([O:56][C:57]1[CH:62]=[CH:61][C:60]([O:63][CH2:64][CH:65]2[CH2:67][O:66]2)=[CH:59][CH:58]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>>[CH2:31]([NH:30][C:28]([NH:27][C:24]1[CH:25]=[CH:26][C:21]([S:18]([N:15]2[CH2:14][CH2:13][CH:12]([NH:11][C:10]3[CH:37]=[CH:38][C:7]([CH2:6][CH2:5][NH:4][CH2:67][C@H:65]([OH:66])[CH2:64][O:63][C:60]4[CH:61]=[CH:62][C:57]([OH:56])=[CH:58][CH:59]=4)=[CH:8][CH:9]=3)[CH2:17][CH2:16]2)(=[O:20])=[O:19])=[CH:22][CH:23]=1)=[O:29])[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

3

Reactant 2

HCID 12045564Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilaneHCID 69985670N-[4-([4-[4-(2-Aminoethyl)anilino]-1-piperidinyl}sulfonyl)phenyl]-N'-hexylurea formate

Product 1

HCID 699853941-Hexyl-3-{4-[4-(4-[2-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidine-1-sulfonyl]-phenyl]-ureaYield 33.3%

Procedure

N-[4-({4-[4-(2-Aminoethyl)anilino]-1-piperidinyl}sulfonyl)phenyl]-N′-hexylurea formate (0.327 g 0.597 mmol) was reacted with tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenyl-silane (0.242 g, 0.598 mmol) according to Procedure G to give the title compound (0.180 g, 0.199 mmol).

Sources & evidence

ORD record
ord-cc520b9899634757a841170bdc0ab81a
Source dataset
uspto-grants-2003_08
Patent number
US06605618B2

Reaction notes

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