HCID 178516328, compound → HCID 178516329, compound

HRID 980386Notes

Reaction equation

HRID 980386 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-5d70c02b3c0e4cc08e5ab1a8e4228df6
Source dataset
uspto-grants-1987_01
Patent number
US04636567

Reaction notes

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