HCID 18921478, compound → HCID 18921482, compound

HRID 1289447Notes

Reaction equation

HRID 1289447 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[CH2:14][CH:13]([CH2:18][NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:12]2)C1C=CC=CC=1>CO.[C].[Pd]>[C:23]([O:22][C:20]([NH:19][CH2:18][CH:13]1[CH2:12][C:11]2[C:15](=[CH:16][CH:17]=[C:9]([OH:8])[CH:10]=2)[CH2:14]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 18921478HCID 18921478, compound

Product 1

HCID 18921482HCID 18921482, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Dissolved in 100 ml of methanol were 3.53 g (10.0 mmol) of 5-benzyloxy-2-(t-butoxycarbonylaminomethyl)indane. After 0.3 g of 10% palladium-carbon was added to the solution, the mixture was stirred for 4 hours under a hydrogen atmosphere. The catalyst was separated by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2) to obtain 2.79 g of a colorless oily substance. Yield: 94%.

Workup

  1. customThe catalyst was separated by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2)
  4. customto obtain 2.79 g of a colorless oily substance

Sources & evidence

ORD record
ord-2eeb669f634645ba990d0ab9576f3d42
Source dataset
uspto-grants-1998_05
Patent number
US05750524

Reaction notes

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