HCID 178516328, compound → HCID 178516329, compound

HRID 64831Notes

Reaction equation

HRID 64831 reaction equation
C([O:8][C:9](=[O:25])[C@H:10]([CH2:19][C:20]1[N:24]=[CH:23][NH:22][CH:21]=1)[NH:11][C:12]([C@H:14]1[NH:17][C:16](=[O:18])[CH2:15]1)=[O:13])C1C=CC=CC=1>CO.[C].[Pd]>[NH:17]1[C@H:14]([C:12]([NH:11][C@H:10]([C:9]([OH:25])=[O:8])[CH2:19][C:20]2[N:24]=[CH:23][NH:22][CH:21]=2)=[O:13])[CH2:15][C:16]1=[O:18]

Participants

4

Reactant 1

HCID 178516328HCID 178516328, compound

Product 1

HCID 178516329HCID 178516329, compoundYield 91.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 20 ml of methanol was suspended 342 mg of compound (60-1) and the compound was catalytically reduced with the addition of 20 mg of 10% palladium-carbon at ambient temperature and ordinary pressure. After the absorption of hydrogen had stopped, the catalyst was filtered off and methanol was distilled off under reduced pressure to provide 230 mg of Nα -[(S)-2-azetidinone-4-carbonyl]-L-histidine (61) having a melting point of 213° to 215° C. (dec.) as colorless crystals.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst was filtered off
  3. distillationmethanol was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c62946485f994141b40f3a08a56e369a
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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