HCID 86740038, compound → HCID 70394172, compound

HRID 1383093Notes

Reaction equation

HRID 1383093 reaction equation
C([O:8][C:9]([CH2:11][C@H:12]([N:38]1[C:42](=[O:43])[C:41]2=[CH:44][CH:45]=[CH:46][CH:47]=[C:40]2[C:39]1=[O:48])[C:13]([N:15]1[CH:20]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:18][CH2:17][N:16]1C(OCC1C=CC=CC=1)=O)=[O:14])=[O:10])C1C=CC=CC=1>CO.[Pd]>[C:9]([CH2:11][C@H:12]([N:38]1[C:42](=[O:43])[C:41]2=[CH:44][CH:45]=[CH:46][CH:47]=[C:40]2[C:39]1=[O:48])[C:13]([N:15]1[CH:20]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:18][CH2:17][NH:16]1)=[O:14])([OH:10])=[O:8]

Participants

4

Reactant 1

HCID 86740038HCID 86740038, compound

Product 1

HCID 70394172HCID 70394172, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 11.1 g of benzyl tert.butyl hexahydro-2-[3-benzyloxycarbonyl-2(S)-phthalimidopropionyl]-1,3-pyridazinedicarboxylate (diastereomer B) in 220 ml of methanol was hydrogenated over 1.1 g of 10% palladium-on-carbon for 18 hours. The catalyst was removed by filtration and the filtrate was evaporated to give 6.9 g (94%) of tert.butyl hexahydro-2-[3-carboxy-2(S)-phthalimidopropionyl]-3-pyridazinecarboxylate (diastereomer B) in the form of a gum.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4db39092123e4f80af2b37ed24d5ed2f
Source dataset
uspto-grants-1989_02
Patent number
US04808713

Reaction notes

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