HCID 20661970, compound → HCID 20661971, compound

HRID 2082218Notes

Reaction equation

HRID 2082218 reaction equation
[NH:1]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C@H:2]([C:13]([O:15]CC1C=CC=CC=1)=[O:14])[CH2:3][CH2:4][C:5](=[O:12])[O:6][CH2:7][C:8]([Cl:11])([Cl:10])[Cl:9]>C(O)C.[Pd]>[NH:1]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][CH2:4][C:5](=[O:12])[O:6][CH2:7][C:8]([Cl:10])([Cl:11])[Cl:9]

Participants

4

Reactant 1

HCID 20661970HCID 20661970, compound

Product 1

HCID 20661971HCID 20661971, compoundYield 74.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Boc-Glu(OTce)-OBzl (0.50 g) was hydrogenated in ethanol (25 ml) with 10% palladium on carbon (0.10 g). The catalyst was filtered off and the filtrate was evaporated. The residue was extracted with ethyl acetate. The organic layer was washed successively with 2% hydrochloric acid, water and saturated sodium chloride, dried over magnesium sulfate and evaporated. The residue was pulverized with petroleum ether, filtered and dried to give Boc-Glu(OTce)-OH (0.30 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. extractionThe residue was extracted with ethyl acetate
  4. washThe organic layer was washed successively with 2% hydrochloric acid, water and saturated sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. filtrationfiltered
  8. customdried

Sources & evidence

ORD record
ord-6471c6b1d23c47f299f115cfa5481322
Source dataset
uspto-grants-1993_02
Patent number
US05187156

Reaction notes

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