HCID 20741395, compound → HCID 20741396, compound

HRID 1883964Notes

Reaction equation

HRID 1883964 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C@@H:15]1[CH2:19][CH2:18][N:17](C(OCC2C=CC=CC=2)=O)[CH2:16]1)[C:10]1[O:11][CH:12]=[CH:13][CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][CH:9]([C@@H:15]1[CH2:19][CH2:18][NH:17][CH2:16]1)[C:10]1[O:11][CH:12]=[CH:13][CH:14]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 20741395HCID 20741395, compound

Product 1

HCID 20741396HCID 20741396, compoundYield 98.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

An ethanol (10 ml) solution of 3-(R)-[1-tert-butoxycarbonylamino-1-(2-furyl)methyl]-1-benzyloxycarbonylpyrrolidine [F1] (507 mg, 1.37 mmol) was mixed with 10% palladium-carbon catalyst (53.8% moisture, 500 mg), and catalytic hydrogenation was carried out at room temperature for 4 hours under ordinary pressure. The reaction solution was filtered and the solvent of the filtrate was evaporated under a reduced pressure to obtain 358 mg of the crude title compound as colorless crystals. This was used in the subsequent reaction without purification.

Workup

  1. filtrationThe reaction solution was filtered
  2. customthe solvent of the filtrate was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-e65447e31fd54c01ac08e4c76295d8c0
Source dataset
uspto-grants-2004_07
Patent number
US06762181B1

Reaction notes

Loading…