Sodium Iodide → HCID 54008162, compound

HRID 489028Notes

Reaction equation

HRID 489028 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][CH2:19][CH2:20][C:21]([O:23][CH2:24]Cl)=[O:22])=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:26].[Na+]>CC(C)=O>[I:26][CH2:24][O:23][C:21](=[O:22])[CH2:20][CH2:19][O:18][C:16](=[O:17])[C@H:12]([CH:13]([CH3:15])[CH3:14])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 53675844HCID 53675844, compound

Product 1

HCID 54008162HCID 54008162, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of chloromethyl 3-(N-benzyloxycarbonyl-L-valyloxy)-propionate (2.05 g, 5.51 mmole) in dry acetone (50 ml) was added sodium iodide (4.12 g, 27.5 mmole) and the mixture was stirred overnight at room temperature. The mixture was evaporated under reduced pressure and extracted with ethyl acetate water. The organic phase was washed with a 5% sodium thiosulfate solutions dried with sodium sulfate and evaporated under reduced pressure. Yield: 2.35 g=92%.

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. extractionextracted with ethyl acetate water
  3. washThe organic phase was washed with a 5% sodium thiosulfate solutions
  4. dry with materialdried with sodium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-43957af1eb8a4190a6cd4e7fe058b15d
Source dataset
uspto-grants-2005_12
Patent number
US06974802B2

Reaction notes

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