HCID 86635439, compound → (3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine

HRID 2353432Notes

Reaction equation

HRID 2353432 reaction equation
[N:1]([C@H:4]1[C@@H:8]([N:9]=[N+]=[N-])[CH2:7][N:6]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:5]1)=[N+]=[N-]>CO.[OH-].[OH-].[Pd+2]>[NH2:1][C@H:4]1[C@@H:8]([NH2:9])[CH2:7][N:6]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:5]1

Participants

4

Reactant 1

HCID 86635439HCID 86635439, compound

Product 1

HCID 20677776(3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To the product from Step B (1.6 g) in methanol (50 mL) was added 20% palladium hydroxide on carbon (100 mg). The reaction mixture was purged with hydrogen gas and held under 1 atmosphere of hydrogen for 21 h. The mixture was filtered through a pad of Celite and the filter cake was successively washed with methanol (3×20 mL). The combined filtrate and washings were concentrated and used without further purification. LC/MS 103.0 (M+1-100).

Workup

  1. customThe reaction mixture was purged with hydrogen gas
  2. filtrationThe mixture was filtered through a pad of Celite
  3. washthe filter cake was successively washed with methanol (3×20 mL)
  4. concentrationThe combined filtrate and washings were concentrated
  5. customused without further purification

Sources & evidence

ORD record
ord-ffe3b01982464443991fe6d30331afac
Source dataset
uspto-grants-2010_07
Patent number
US07750034B2

Reaction notes

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