HCID 86753812, compound → HCID 86753814, compound

HRID 1417614Notes

Reaction equation

HRID 1417614 reaction equation
[OH:1][C:2]1[C:3]2[CH2:15][C@:14]3([CH3:27])[C@@H:16]([CH3:26])[CH2:17][CH2:18][C@H:19]4[C:20]([CH3:25])([CH3:24])[CH:21]=[CH:22][CH2:23][C@@:13]34[O:12][C:4]=2[C:5]2[CH2:6][NH:7][C:8](=[O:11])[C:9]=2[CH:10]=1>CO.[C].[Pd]>[OH:1][C:2]1[C:3]2[CH2:15][C@:14]3([CH3:27])[C@@H:16]([CH3:26])[CH2:17][CH2:18][C@H:19]4[C:20]([CH3:25])([CH3:24])[CH2:21][CH2:22][CH2:23][C@@:13]34[O:12][C:4]=2[C:5]2[CH2:6][NH:7][C:8](=[O:11])[C:9]=2[CH:10]=1

Participants

4

Reactant 1

HCID 86753812HCID 86753812, compound

Product 1

HCID 86753814HCID 86753814, compoundYield 85.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To the above Compound (41a) (35 mg, 0.095 mmol) dissolved in 5 ml of methanol was added 7 mg of 10% palladium-carbon, and the mixture stirred under hydrogen atmosphere for 7.5 hours at room temperature. After removing palladium-carbon by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by a preparative thin layer chromatography (Merck, Kieselgel 60 F254, 0.5 mm; chloroform:methanol 15:1) to give 30 mg (85%) of Compound (42).

Workup

  1. customAfter removing palladium-carbon
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by a preparative thin layer chromatography (Merck, Kieselgel 60 F254, 0.5 mm; chloroform:methanol 15:1)

Sources & evidence

ORD record
ord-edd62eb138484fa888f6487cb6f11138
Source dataset
uspto-grants-1999_03
Patent number
US05876984

Reaction notes

Loading…