HCID 86753790, compound → HCID 86753789, compound

HRID 1417600Notes

Reaction equation

HRID 1417600 reaction equation
C([O:8][C:9]1[C:10]2[CH2:23][C@:22]3([CH3:36])[C@@H:24]([CH3:35])[CH2:25][CH2:26][C@H:27]4[C:28]([CH3:34])([CH3:33])[C@@H:29]([OH:32])[CH2:30][CH2:31][C@@:21]34[O:20][C:11]=2[C:12]2[CH2:13][N:14]([CH3:19])[C:15](=[O:18])[C:16]=2[CH:17]=1)C1C=CC=CC=1>CO.[C].[Pd]>[OH:8][C:9]1[C:10]2[CH2:23][C@:22]3([CH3:36])[C@@H:24]([CH3:35])[CH2:25][CH2:26][C@H:27]4[C:28]([CH3:34])([CH3:33])[C@@H:29]([OH:32])[CH2:30][CH2:31][C@@:21]34[O:20][C:11]=2[C:12]2[CH2:13][N:14]([CH3:19])[C:15](=[O:18])[C:16]=2[CH:17]=1

Participants

4

Reactant 1

HCID 86753790HCID 86753790, compound

Product 1

HCID 86753789HCID 86753789, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To Compound (27a) (54 mg, 0.11 mmol) dissolved in 6.0 ml of methanol was added 15 mg of 10% palladium-carbon, followed by stirring at room temperature for 2 hours under hydrogen atmosphere. The palladium-carbon was then filtered off, and the filtrate concentrated under reduced pressure. The residue was purified by a column chromatography (Merck, Lobar column, size A; ethyl acetate) to give 44 mg (100%) of Compound (28a).

Workup

  1. filtrationThe palladium-carbon was then filtered off
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe residue was purified by a column chromatography (Merck, Lobar column, size A

Sources & evidence

ORD record
ord-79e80e65533446079cc19aa5a988755c
Source dataset
uspto-grants-1999_03
Patent number
US05876984

Reaction notes

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