Sodium Azide → HCID 91224768, compound
Reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[CH:5]([C@H:7]1[C@@H:12]2[O:13]S(=O)O[C@@H:11]2[CH:10]=[C:9]([C:17]([O:19][CH3:20])=[O:18])[CH2:8]1)=[CH2:6]>CN(C=O)C.CCOC(C)=O>[N:1]([C@@H:11]1[C@@H:12]([OH:13])[C@H:7]([CH:5]=[CH2:6])[CH2:8][C:9]([C:17]([O:19][CH3:20])=[O:18])=[CH:10]1)=[N+:2]=[N-:3]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Sodium azide can be added to a solution of Example 17G in DMF. The reaction mixture can be stirred overnight at room temperature, diluted with EtOAc, washed with brine, dried (MgSO4), filtered and concentrated. The concentrate can be purified by flash column chromatography to afford the desired product.
Workup
- washwashed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
- concentrationThe concentrate can
- custombe purified by flash column chromatography
Sources & evidence
- ORD record
- ord-35bc4c9d9fba44b3b83511bdb6f520de
- Source dataset
- uspto-grants-2003_07
- Patent number
- US06593314B1
Reaction notes
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