Sodium Iodide → HCID 59913788, compound

HRID 1170610Notes

Reaction equation

HRID 1170610 reaction equation
Cl[CH2:2][O:3][C:4](=[O:26])[CH2:5][CH2:6][CH2:7][O:8][C:9](=[O:25])[C@H:10]([CH:22]([CH3:24])[CH3:23])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13].[I-:27].[Na+]>C(#N)C>[I:27][CH2:2][O:3][C:4](=[O:26])[CH2:5][CH2:6][CH2:7][O:8][C:9](=[O:25])[C@H:10]([CH:22]([CH3:24])[CH3:23])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 68766981HCID 68766981, compound

Product 1

HCID 59913788HCID 59913788, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-(N-CBz-L-valyloxy) butyric acid chloromethyl ester (1.54 g, 4 mmole) was dissolved in acetonitrile (15 ml). Sodium iodide (840 mg, 5.6 mmole) was added to the solution. After reaction at 55° C. for 3 hr, the reaction mixture was filtered and the residue was dissolved in methylene chloride (20 ml) and refiltered. The solution was dried and gave the titled product. Yield 1.9 g.

Workup

  1. customAfter reaction at 55° C. for 3 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-3ce41a8132904daea0592546830fc39c
Source dataset
uspto-grants-2010_11
Patent number
US07825238B2

Reaction notes

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