Water → HCID 18332315, compound

HRID 2268728Notes

Reaction equation

HRID 2268728 reaction equation
[CH2:1]([N:3]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:4][CH2:5][CH2:6]OS(C1C=CC(C)=CC=1)(=O)=O)[CH3:2].[I-:28].[Na+].C(OCC)(=O)C.O>CC(C)=O>[CH2:1]([N:3]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:4][CH2:5][CH2:6][I:28])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 5238Sodium IodideHCID 8857Ethyl AcetateHCID 18332322HCID 18332322, compound

Product 1

HCID 18332315HCID 18332315, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N-Ethyl 3-benzyloxycarbonylamino-1-tosyloxypropane (1.02 g) was dissolved in acetone (20 ml), and to the resulting solution was added sodium iodide (0.80 g). The resultant mixture was stirred at 45° C. for 2 hours. Ethyl acetate and water were added to the reaction solution obtained, and the organic layer so separated was washed with water and then dried over magnesiumsulfate. The solvent was evaporated off from the solution, and the residue was purified by a silica gel chromatography, thus to afford the titled compound (0.69 g; 76%).

Workup

  1. customobtained
  2. customthe organic layer so separated
  3. washwas washed with water
  4. dry with materialdried over magnesiumsulfate
  5. customThe solvent was evaporated off from the solution
  6. customthe residue was purified by a silica gel chromatography

Sources & evidence

ORD record
ord-fc33e33715f84225ad27eefd8be4ffbe
Source dataset
uspto-grants-2001_12
Patent number
US06329338B1

Reaction notes

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