HCID 178502575, compound → HCID 178502574, compound

HRID 1417193Notes

Reaction equation

HRID 1417193 reaction equation
C([O:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]([NH:17][O:18][C:19]([O:21][CH3:22])=[O:20])=[NH:16])=[CH:10][CH:9]=1)=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:6]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15]([NH:17][O:18][C:19]([O:21][CH3:22])=[O:20])=[NH:16])=[CH:12][CH:13]=1)([OH:7])=[O:5]

Participants

3

Reactant 1

HCID 178502575HCID 178502575, compound

Product 1

HCID 178502574HCID 178502574, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

In 25 ml of trifluoroacetic acid was dissolved 9.2 g of N-(4-t-butoxycarbonylphenyl)-N'-methoxycarbonyloxyguanidine produced in Reference Example 64. The solution was stirred for two hours at room temperature, then concentrated under reduced pressure, to which was added 100 mL of water was added to ther esidue and the pH of the solution was adjusted to 6 using sodium hydrogen carbonate. The resulting crystalline precipitate was collected by filtration and recrystallizated from tetrahydrofuran-ethyl acetate to afford 4.53 g of the title compound as a colorless crystalline product.

Workup

  1. customproduced in Reference Example 64
  2. concentrationconcentrated under reduced pressure, to which
  3. additionwas added 100 mL of water
  4. additionwas added to ther esidue
  5. filtrationThe resulting crystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-43a2372db63049c8aef5db442df09884
Source dataset
uspto-grants-1999_03
Patent number
US05876756

Reaction notes

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