Sodium Azide → HCID 91224768, compound

HRID 1357515Notes

Reaction equation

HRID 1357515 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

HCID 33557Sodium AzideHCID 131723975HCID 131723975, compound

Product 1

HCID 91224768HCID 91224768, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

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

  1. washwashed with brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. concentrationThe concentrate can
  6. custombe purified by flash column chromatography

Sources & evidence

ORD record
ord-35bc4c9d9fba44b3b83511bdb6f520de
Source dataset
uspto-grants-2003_07
Patent number
US06593314B1

Reaction notes

Loading…