HCID 53867236, compound → HCID 53938901, compound

HRID 2371403Notes

Reaction equation

HRID 2371403 reaction equation
C(OC([N:11]1[CH2:15][C@H:14]([OH:16])[CH2:13][C@H:12]1[CH2:17][C:18]#[N:19])=O)C1C=CC=CC=1.[H][H]>C(O)C.[C].[Pd]>[C:18]([CH2:17][C@@H:12]1[CH2:13][C@@H:14]([OH:16])[CH2:15][NH:11]1)#[N:19]

Participants

5

Reactant 2

HCID 53867236HCID 53867236, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53938901HCID 53938901, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2R,4R)-1-benzyloxycarbonyl-2-cyanomethyl-4-hydroxypyrrolidine (5.94 g) in ethanol (60 ml), 10% palladium-carbon (600 mg) was added, and the resultant mixture was stirred at room temperature for 1.5 hours under an atmospheric pressure of hydrogen, followed by filtration. The filtrate was combined with 10% palladiumcarbon (600 mg) and stirred under the same condition as above. This operation was repeated three times. After removal of the catalyst by filtration, the solvent was removed by distillation to give (2R,4R)-2-cyanomethyl-4-hydroxypyrrolidine.

Workup

  1. filtrationfollowed by filtration
  2. customAfter removal of the catalyst
  3. filtrationby filtration
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-686c61a8e44342bdbe82bd3f16b3bae6
Source dataset
uspto-grants-1992_03
Patent number
US05093328

Reaction notes

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