3,4-dihydro-2H-pyran → HCID 19969552, compound

HRID 974859Notes

Reaction equation

HRID 974859 reaction equation
O.C1(C)C(S(O)(=O)=O)=CC=CC=1.[CH2:13]([O:15][C:16]([CH:18]1[NH:23][C:22](=[O:24])[CH:21]([CH2:25][CH:26]([CH3:28])[CH3:27])[N:20]([OH:29])[C:19]1=[O:30])=[O:17])[CH3:14].[O:31]1[CH:36]=[CH:35][CH2:34][CH2:33][CH2:32]1>ClCCl>[CH2:13]([O:15][C:16]([CH:18]1[NH:23][C:22](=[O:24])[CH:21]([CH2:25][CH:26]([CH3:27])[CH3:28])[N:20]([O:29][CH:32]2[CH2:33][CH2:34][CH2:35][CH2:36][O:31]2)[C:19]1=[O:30])=[O:17])[CH3:14]

Participants

5

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 124969952-Methylbenzenesulfonic acid hydrateHCID 19969538HCID 19969538, compound

Product 1

HCID 19969552HCID 19969552, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.45 g of p, toluenesulfonic acid hydrate was added to 60 ml of a solution of 6.15 g of 3-ethoxycarbonyl-1-hydroxy-6-isobutylpiperazine-2,5-dione and 4 ml of 3,4-dihydro-2H-pyran in anhydrous dichloromethane. The mixture was stirred at room temperature for 4 hours. The reaction mixture was washed with an aqueous solution saturated with sodium hydrogen carbonate and then dried with anhydrous magnesium sulfate. The resulting mixture was subjected to distillation to remove the solvent to obtain 9.67 g of 3-ethoxycarbonyl-6-isobutyl-1-(2-tetrahydropyranyloxy)piperazine-2,5-dione as an orange oily substance.

Workup

  1. washThe reaction mixture was washed with an aqueous solution saturated with sodium hydrogen carbonate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. distillationThe resulting mixture was subjected to distillation
  4. customto remove the solvent

Sources & evidence

ORD record
ord-2ab6faded25340c787eb799c4fb870e9
Source dataset
uspto-grants-1997_03
Patent number
US05607934

Reaction notes

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