HCID 67491156, compound → HCID 67490924, compound

HRID 1917383Notes

Reaction equation

HRID 1917383 reaction equation
[C:1]([O:5][C:6]([NH:8][C@:9]12[CH2:17][N:16]([C@@H](C3C=CC=CC=3)C)[CH2:15][C@@H:14]1[CH2:13][CH:12]=[CH:11][CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[C].[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][C@:9]12[CH2:17][NH:16][CH2:15][C@@H:14]1[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 67491156HCID 67491156, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 67490924HCID 67490924, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 10% palladium-carbon catalyst (406 mg, 100 wt %) was added to a solution of (1S,6S)-1-tert-butoxycarbonylamino-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-ene (406 mg, 1.18 mmol) in ethanol (11.8 mL) in a nitrogen atmosphere. After the atmosphere was replaced with hydrogen, the mixture was stirred in a hydrogen atmosphere at 40° C. to 50° C. for seven hours. After the atmosphere was replaced with nitrogen, the reaction solution was filtered through Celite and concentrated under reduced pressure to give the title compound quantitatively.

Workup

  1. filtrationthe reaction solution was filtered through Celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-77cc43be687f4979a51c9b104ac9ae6d
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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