HCID 54180797, compound → HCID 54136958, compound

HRID 1779735Notes

Reaction equation

HRID 1779735 reaction equation
[C:1]([O:4][C@H:5]1[O:14][C@H:13]([CH2:15][O:16]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C@@H:12]([F:36])[C@H:7]([O:8][C:9](=[O:11])[CH3:10])[C@H:6]1[NH:37][C:38](=[O:40])[CH3:39])(=[O:3])[CH3:2]>C(O)(=O)C>[C:1]([O:4][CH:5]1[O:14][C@H:13]([CH2:15][OH:16])[C@@H:12]([F:36])[C@H:7]([O:8][C:9](=[O:11])[CH3:10])[C@H:6]1[NH:37][C:38](=[O:40])[CH3:39])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 54180797HCID 54180797, compound

Product 1

HCID 54136958HCID 54136958, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

The compound (13) (10.864 g) was dissolved in an aqueous 90% acetic acid (330 ml) and the solution was stirred at 50° C. for 3 hours. After the completion of the reaction, the solution was concentrated. The residue was dissolved in ethanol to deposit triphenylcarbinol, and the mixture was filtered and concentrated again to obtain a syrup. The syrup was purified by a column chromatography [chloroform/methanol (100:1)] using Wako gel C-200 to give 5.150 g of the compound (14) (yield: 91.5%).

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe solution was concentrated
  3. dissolutionThe residue was dissolved in ethanol
  4. filtrationthe mixture was filtered
  5. concentrationconcentrated again
  6. customto obtain a syrup
  7. customThe syrup was purified by a column chromatography [chloroform/methanol (100:1)]

Sources & evidence

ORD record
ord-8227a52cdda54787a3aeacb850814a2f
Source dataset
uspto-grants-1997_05
Patent number
US05627290

Reaction notes

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