Sodium Iodide → HCID 54349296, compound

HRID 1170569Notes

Reaction equation

HRID 1170569 reaction equation
Cl[CH2:2][O:3][C:4](=[O:24])[C:5]([CH3:23])([CH3:22])[CH2:6][O:7][C:8](=[O:21])[C@H:9]([CH:18]([CH3:20])[CH3:19])[NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12].[I-:25].[Na+]>C(#N)C>[I:25][CH2:2][O:3][C:4](=[O:24])[C:5]([CH3:23])([CH3:22])[CH2:6][O:7][C:8](=[O:21])[C@H:9]([CH:18]([CH3:20])[CH3:19])[NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 54147622HCID 54147622, compound

Product 1

HCID 54349296HCID 54349296, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2,2-Dimethyl-3-(N-Boc-L-valyloxy)propionic acid chloromethyl ester (3.6 g, 10 mmole) was dissolved in acetonitrile (50 ml). Sodium iodide (2.1 g, 14 mmole) was added to the solution. After reaction at 70° C. for 2 hr, the reaction mixture was filtered and the residue was dissolved in methylene chloride (20 ml) and refiltered. The solution was dried and gave 4.34 g of the titled product.

Workup

  1. customAfter reaction at 70° C. for 2 hr
  2. filtrationthe reaction mixture was filtered
  3. dissolutionthe residue was dissolved in methylene chloride (20 ml)
  4. customThe solution was dried

Sources & evidence

ORD record
ord-cd6bd46a13f1480598174289f3f49fe8
Source dataset
uspto-grants-2010_11
Patent number
US07825238B2

Reaction notes

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