Sulfamide → 1-(Aminosulfonyl)-N,N-dimethyl-D-prolinamide
Reaction equation
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[C@H:4]1[CH2:8][CH2:7][CH2:6][NH:5]1.[S:11](N)([NH2:14])(=[O:13])=[O:12]>O1CCOCC1>[NH2:14][S:11]([N:5]1[CH2:6][CH2:7][CH2:8][C@@H:4]1[C:3]([N:2]([CH3:10])[CH3:1])=[O:9])(=[O:13])=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g.
Workup
- temperaturethe mixture heated
- temperatureat reflux for 45 h
- temperatureThe reaction mixture was cooled
- custompurified by column chromatography (5% methanol/EtOAc)
Sources & evidence
- ORD record
- ord-6e5f3436834e445696a07647c4fd9080
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08106063B2
Reaction notes
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