tert.-Butyl N-(cis-1-benzyl-4-methoxypyrrolidin-3-yl)-carbamate → cis-3-(Boc-amino)-4-methoxypyrrolidine

HRID 974886Notes

Reaction equation

HRID 974886 reaction equation
C([N:8]1[CH2:12][C@H:11]([O:13][CH3:14])[C@H:10]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH3:14][O:13][C@H:11]1[CH2:12][NH:8][CH2:9][C@H:10]1[NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21]

Participants

4

Reactant 1

HCID 86744570tert.-Butyl N-(cis-1-benzyl-4-methoxypyrrolidin-3-yl)-carbamate

Product 1

HCID 86744571cis-3-(Boc-amino)-4-methoxypyrrolidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3.5 g (11.4 mmol) of tert.-butyl N-(cis-1-benzyl-4-methoxypyrrolidin-3-yl)-carbamate are hydrogenated in 100 ml of methanol on 2 g of palladium-on-active charcoal (10% of Pd) at 100° C. under 100 bar. The catalyst is filtered off, the filtrate is concentrated and the residue is distilled.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-91b9f82d6b9f4962a7f113191edeefb9
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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