HCID 70393943, compound → HCID 70393761, compound

HRID 1383091Notes

Reaction equation

HRID 1383091 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[N:12]1[C:23](=[O:48])[CH:24]([N:27]1[C:31](=[O:32])[C:30]2=[CH:33][CH:34]=[C:35]([C:37]([O:39]CC3C=CC=CC=3)=[O:38])[CH:36]=[C:29]2[C:28]1=[O:47])[CH2:25][CH3:26])=O)C1C=CC=CC=1>CO.[Pd]>[C:37]([C:35]1[CH:36]=[C:29]2[C:28]([N:27]([CH:24]([CH2:25][CH3:26])[C:23]([N:12]3[CH:13]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:14][CH2:15][NH:11]3)=[O:48])[C:31](=[O:32])[C:30]2=[CH:33][CH:34]=1)=[O:47])([OH:39])=[O:38]

Participants

4

Reactant 1

HCID 70393943HCID 70393943, compound

Product 1

HCID 70393761HCID 70393761, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

24.97 g of tert.butyl 1-benzyloxycarbonyl-2-(5-benzyloxycarbonyl-2-phthalimidobutyryl)-3-pyrazolidinecarboxylate were dissolved in 250 ml of methanol and hydrogenated over 2 g of 10% palladium-on-carbon. The catalyst was removed by filtration and the filtrate was evaporated to give 16 g (98%) of tert.butyl 2-(5-carboxy-2-phthalimidobutyryl)-3-pyrazolidinecarboxylate (2 diastereomers) in the form of a gum.

Workup

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

Sources & evidence

ORD record
ord-1c51e0b4e6a44d3984b4dd7be935d7ac
Source dataset
uspto-grants-1989_02
Patent number
US04808713

Reaction notes

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