Acetone → (S)-2-oxopyrrolidin-3-yl methanesulfonate
Reaction equation
[OH:1][C@H:2]1[CH2:6][CH2:5][NH:4][C:3]1=[O:7].C(N(CC)CC)C.[CH3:15][S:16](Cl)(=[O:18])=[O:17].CC(C)=O>C(Cl)Cl>[CH3:15][S:16]([O:1][C@H:2]1[CH2:6][CH2:5][NH:4][C:3]1=[O:7])(=[O:18])=[O:17]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Suspend the product of Example 1 (8 g., 79.2 mmol.) in dry methylene chloride (30 ml.) and cool to 0° C. Treat the suspension sequentially with dry triethylamine (16 ml., 118.8 mmol.) and methane sulfonyl chloride (6.74 ml., 87.12 mmol.). Stir at 5°-10° C. for 1.5 hours, and subject the mixture to flash chromatography using acetone (5-10%) in dichloromethane to yield the title compound as a white solid.
Sources & evidence
- ORD record
- ord-ff56e577f33c460697afe63d0064b562
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04762827
Reaction notes
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