Water → HCID 86598892, compound

HRID 456730Notes

Reaction equation

HRID 456730 reaction equation
[C:1]1([C@H:7]([N:9]2[C@H:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C@@H:13]3[CH2:20][C@H:10]2[CH:11]=[CH:12]3)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:21]N1C(=O)CCC1=O.[OH2:29]>CS(C)=O>[OH:29][C@H:11]1[C@H:10]2[C@@H:20]([I:21])[C@H:13]([C@@H:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:9]2[C@@H:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:8])[CH2:12]1

Participants

5

Reactant 3

HCID 962WaterHCID 120273N-IodosuccinimideHCID 15697757HCID 15697757, compound

Product 1

HCID 86598892HCID 86598892, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of ethyl (1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate obtained in Example 5-1 (2.44 g) in dimethyl sulfoxide (12 mL) and water (1.5 mL), was added N-iodosuccinimide (2.06 g). The mixture was stirred at room temperature for 30 minutes.

Sources & evidence

ORD record
ord-e0137b0c03c34ca2b0abcba450015bbe
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

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