3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanol → 3-(R)-(1-BOC-pyrrolidin-2-(S)-yl)pyrrolidine

HRID 1898Notes

Reaction equation

HRID 1898 reaction equation
[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C@@H:13]([CH2:17][N+:18]([O-])=O)[CH2:14][CH2:15]O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>CO.[Pd]>[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C@@H:13]1[CH2:14][CH2:15][NH:18][CH2:17]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 228695313-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanol

Product 1

HCID 228695333-(R)-(1-BOC-pyrrolidin-2-(S)-yl)pyrrolidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The ether compound from step 471a was treated by hydrogenation at 4 atm H2 over Pd/C in methanol to give the tile compound.

Workup

  1. customto give the tile compound

Sources & evidence

ORD record
ord-722fc1c8e1ff43a08b3a226da745e8d4
Source dataset
uspto-grants-1998_03
Patent number
US05726182

Reaction notes

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