HCID 67901865, compound → HCID 67902552, compound

HRID 232206Notes

Reaction equation

HRID 232206 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[CH2:15][O:14][N:13]([C:16]3([C:22]([O:24][CH3:25])=[O:23])[CH:20]=[CH:19][C:18](=[O:21])[O:17]3)[C:12]2=[O:26])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O1CCCC1.[H][H].[C].[Pd]>[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[CH2:15][O:14][N:13]([C:16]3([C:22]([O:24][CH3:25])=[O:23])[CH2:20][CH2:19][C:18](=[O:21])[O:17]3)[C:12]2=[O:26])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 1

HCID 67901865HCID 67901865, compound

Product 1

HCID 67902552HCID 67902552, compoundYield 79.6%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

In 3 ml of tetrahydrofuran was dissolved 30 mg of the Compound (30) obtained in Example 30. To the solution was added 30 mg of 10% palladium-carbon, and the mixture was stirred at room temperature for 30 minutes in hydrogen streams. The catalyst was filtered off and washed with tetrahydrofuran. The filtrate and the washing were combined, then the solvent was evaporated off. The residue was subjected to a silica gel column chromatography, followed by elution with hexane-ethyl acetate (2:3) to give 24 mg of the subject Compound (31) as colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with tetrahydrofuran
  3. customthe solvent was evaporated off
  4. washfollowed by elution with hexane-ethyl acetate (2:3)

Sources & evidence

ORD record
ord-533725f71d8b457084d905bd16df6d60
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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