HCID 22033007, compound → HCID 22033271, compound

HRID 1792367Notes

Reaction equation

HRID 1792367 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=2)[O:16][CH2:15][C:14]1([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH2:35][O:36][CH3:37])=[CH:30][CH:29]=1)[CH3:27])=[N+]=[N-]>[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=2)[O:16][CH2:15][C:14]1([C:28]1[CH:29]=[CH:30][C:31]([O:34][CH2:35][O:36][CH3:37])=[CH:32][CH:33]=1)[CH3:27]

Participants

3

Reactant 1

HCID 22033007HCID 22033007, compound

Product 1

HCID 22033271HCID 22033271, compoundYield 183.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The (3RS,4RS)-4-(9-azido-5-oxanonyl)-7-methoxymethoxy-3-(4-(methoxymethoxy)phenyl)-3-methylchroman (250 mg, 0.19 mmol) was dissolved in methanoltetrahydofura (1.8/0.2 mL). Palladium charchol (75 mg, 0.05 mmol) was added, and resulting mixture was stirred at rt under hydrogen for 2 h. The mixture solution was concentrated and filtered through silica gel to give 170 mg of crude product as a colorless oil.

Workup

  1. customresulting mixture
  2. concentrationThe mixture solution was concentrated
  3. filtrationfiltered through silica gel

Sources & evidence

ORD record
ord-16076b831d744e4eacc73f1a90ab5db8
Source dataset
uspto-grants-2006_07
Patent number
US07074819B2

Reaction notes

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