HCID 67490851, compound → HCID 67490854, compound

HRID 1917413Notes

Reaction equation

HRID 1917413 reaction equation
C(OC([N:11]1[CH2:20][C@@H:19]2[C@@:13]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])([CH2:14][C:15]3([CH2:18]2)[CH2:17][CH2:16]3)[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>[C].[Pd].CO>[C:25]([O:24][C:22]([NH:21][C@@:13]12[CH2:14][C:15]3([CH2:16][CH2:17]3)[CH2:18][C@@H:19]1[CH2:20][NH:11][CH2:12]2)=[O:23])([CH3:28])([CH3:26])[CH3:27]

Participants

5

Reactant 2

HCID 67490851HCID 67490851, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67490854HCID 67490854, compoundYield 98.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 10% palladium-carbon catalyst (45.6 mg, 30 wt %) was added to a solution of (1S,5R)-3-benzyloxycarbonyl-1-tert-butoxycarbonylaminospiro(3-azabicyclo[3.3.0]octane-7,1′-cyclopropane) (152 mg, 0.393 mmol) in methanol (3.93 ml) in a nitrogen atmosphere. After the atmosphere was replaced with hydrogen, the mixture was stirred at room temperature for 30 minutes. After the atmosphere was replaced with nitrogen, the reaction solution was filtered through Celite and concentrated under reduced pressure to give 97.9 mg of the title compound as a transparent oil.

Workup

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

Sources & evidence

ORD record
ord-5f79c2abac504debb7042cd8749b8717
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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