1,8-Diazabicyclo(5.4.0)undec-7-ene → [(Methylethyl)sulfonyl]{2-[4-(3-{[(methylethyl)sulfonyl]amino}propyl)phenyl]propyl}amine
Reaction equation
[CH3:1][CH:2]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][NH:20]C(OCC2C=CC=CC=2)=O)=[CH:13][CH:12]=1)[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6].[CH:31]([S:34](Cl)(=[O:36])=[O:35])([CH3:33])[CH3:32].C1CCN2C(=NCCC2)CC1>>[CH3:10][CH:8]([S:5]([NH:4][CH2:3][CH:2]([C:11]1[CH:12]=[CH:13][C:14]([CH2:17][CH2:18][CH2:19][NH:20][S:34]([CH:31]([CH3:33])[CH3:32])(=[O:36])=[O:35])=[CH:15][CH:16]=1)[CH3:1])(=[O:6])=[O:7])[CH3:9]Participants
4
Reactant 3
Product 1
Procedure
Scheme Vc, step C: {2-[4-(3-Aminopropyl)phenyl]propyl}[(methylethyl)sulfonylamine (0.3 g, 1 mmol, prepared in example 10), isopropylsulfonyl chloride (0.12 mL, 1.06 mmol), and DBU (0.2 mL, 1.17 mmol) were combined and sulfonylation was carried out in a manner analogous to the procedure described in example 2 to provide the title compound, [(methylethyl)sulfonyl]{2-[4-(3-{[(methylethyl)sulfonyl]amino}propyl)phenyl]propyl}amine, (0.17 g, 42%) as a white crystalline solid. Electron spray M.S. 405 (M*+H). Analysis for C18H32N2O4S2:
Sources & evidence
- ORD record
- ord-34255227b18a401c86eb17735ca20384
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06703425B2
Reaction notes
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