HCID 178516326, compound → HCID 178516327, compound

HRID 64818Notes

Reaction equation

HRID 64818 reaction equation
C([O:8][C:9](=[O:32])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:31])[C@H:16]([CH2:25][C:26]1[N:30]=[CH:29][NH:28][CH:27]=1)[NH:17][C:18]([C@H:20]1[NH:23][C:22](=[O:24])[CH2:21]1)=[O:19])C1C=CC=CC=1>CO.[C].[Pd]>[NH:23]1[C@H:20]([C:18]([NH:17][C@H:16]([C:15]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]([OH:32])=[O:8])=[O:31])[CH2:25][C:26]2[N:30]=[CH:29][NH:28][CH:27]=2)=[O:19])[CH2:21][C:22]1=[O:24]

Participants

4

Reactant 1

HCID 178516326HCID 178516326, compound2×

Product 1

HCID 178516327HCID 178516327, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 150 ml of methanol was dissolved 782 mg of Nα -[(S)-2-azetidinone-4-carbonyl]-L-histidyl-L-proline benzyl ester (12) and the compound (12) was hydrogenated for 2 hours at room temperature using 156 mg of 10% palladium-carbon as a catalyst. When the catalyst was filtered off and the filtrate was concentrated, 620 mg of Nα -[(S)-2-azetidinone-4-carbonyl]-L-histidyl-L-proline (13) was obtained.

Workup

  1. filtrationWhen the catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a2e90dd09dc44e3eaf94f2fa50d32e67
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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