Acetic Acid → HCID 71355628, compound

HRID 1481663Notes

Reaction equation

HRID 1481663 reaction equation
[N:1]1([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:26][CH2:25][CH2:24][C@H:2]1[C:3]([NH:5][CH2:6][C:7]([N:9]1[CH2:23][CH2:22][CH2:21][C@H:10]1[C:11]([O:13]CC1C=CC=CC=1)=[O:12])=[O:8])=[O:4].CC(O)=O.[H][H]>CO.[Pd]>[N:1]1([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:26][CH2:25][CH2:24][C@H:2]1[C:3]([NH:5][CH2:6][C:7]([N:9]1[CH2:23][CH2:22][CH2:21][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])=[O:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 13068149HCID 13068149, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 71355628HCID 71355628, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

8 g (17.4 mmol) of Boc-Pro-Gly-Pro-OBzl were dissolved in 100 ml of methanol, 0.5 ml of CH3COOH and palladium black were added, while stirring on a magnetic stirrer, and hydrogen was passed through for 2 hours. The solution was filtered, evaporated, evaporated 3 times with benzene and 2 times with ethyl acetate. Then, it was precipitated with ether hexane from acetone, and the precipitate formed in the flask was dried in a desiccator over P2O5/KOH and paraffin.

Workup

  1. customwas passed through for 2 hours
  2. filtrationThe solution was filtered
  3. customevaporated
  4. customevaporated 3 times with benzene and 2 times with ethyl acetate
  5. customThen, it was precipitated with ether hexane from acetone
  6. customthe precipitate formed in the flask
  7. dry with materialwas dried in a desiccator over P2O5/KOH and paraffin

Sources & evidence

ORD record
ord-ed200bbbacce4ceca531b57a393e514a
Source dataset
uspto-grants-2016_08
Patent number
US09409947B2

Reaction notes

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