HCID 136346349, compound → HCID 136346348, compound

HRID 885440Notes

Reaction equation

HRID 885440 reaction equation
[O:1]=[C:2]1[C:8]2[N:9]([CH2:15][C:16]3[CH:37]=[CH:36][C:19]4/[C:20](=[CH:29]/[C:30]5[NH:34][C:33](=[O:35])[O:32][N:31]=5)/[C:21]5[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=5[CH2:23][CH2:24][C:18]=4[CH:17]=3)[C:10]([CH2:12][CH2:13][CH3:14])=[N:11][C:7]=2[CH:6]=[CH:5][CH:4]=[CH:3]1>C1COCC1.[Pt](=O)=O>[O:1]=[C:2]1[C:8]2[N:9]([CH2:15][C:16]3[CH:37]=[CH:36][C:19]4/[C:20](=[CH:29]/[C:30]5[NH:34][C:33](=[O:35])[O:32][N:31]=5)/[C:21]5[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=5[CH2:23][CH2:24][C:18]=4[CH:17]=3)[C:10]([CH2:12][CH2:13][CH3:14])=[N:11][C:7]=2[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 136346349HCID 136346349, compound

Product 1

HCID 136346348HCID 136346348, compoundYield 24.3%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Compound 39 (50 mg, 0.1 mmol) obtained in Example 39 was dissolved in THF (1 mL), and platinum (IV) oxide (23 mg, 0.1 mmol) was added under nitrogen atmosphere. Under hydrogen atmosphere, the mixture was stirred at room temperature for 7 hr. The mixture was filtrated, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by preparative thin layer chromatography (hexane/ethyl acetate=1/4) to give the title compound (compound 41, 12 mg, 24%).

Workup

  1. filtrationThe mixture was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by preparative thin layer chromatography (hexane/ethyl acetate=1/4)

Sources & evidence

ORD record
ord-99c834529a9f46fcbb06c3645be2e9c8
Source dataset
uspto-grants-2012_08
Patent number
US08242151B2

Reaction notes

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