HCID 14842617, compound → HCID 57597559, compound

HRID 1786552Notes

Reaction equation

HRID 1786552 reaction equation
[CH3:1][CH2:2][O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([N:11]=[N+]=[N-])[CH2:8][N:7]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:5]>CO.[Pd]>[CH3:1][CH2:2][O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([NH2:11])[CH2:8][N:7]1[C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])=[O:5]

Participants

4

Reactant 1

HCID 14842617HCID 14842617, compound

Product 1

HCID 57597559HCID 57597559, compoundYield 175.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To the solution of (2S,4S)-4-azido-pyrrolidin-1,2-dicarboxylic acid-1-tert-butyl ester-2-ethyl ester (29) (1.8 g, 2.1 mmol) in CH3OH (40 ml) was added Pd/C 10% (50 mg). The resulting slurry was hydrogenated at 1 atm for 24 hours. The catalyst was filtered through Celite and filtrate evaporated under reduced pressure to give 0.95 g of desired product.

Workup

  1. filtrationThe catalyst was filtered through Celite and filtrate
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-0eb52d540c8643569b4e14c25cf6b4c8
Source dataset
uspto-grants-2009_03
Patent number
US07507760B2

Reaction notes

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