HCID 18671473, compound → HCID 85784438, compound

HRID 1057491Notes

Reaction equation

HRID 1057491 reaction equation
[OH:1][CH:2](CO)[CH2:3][CH2:4][C:5]1[N:10]=[C:9]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH:8]=[CH:7][CH:6]=1.O1CCCC1.O.I([O-])(=O)(=O)=O.[Na+]>C(OCC)(=O)C>[C:15]([O:14][C:12]([NH:11][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:4][CH2:3][CH:2]=[O:1])[N:10]=1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 18671473HCID 18671473, compoundHCID 21881883Oxolane--water (1/1)HCID 23667635Sodium periodate

Product 1

HCID 85784438HCID 85784438, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirring solution of N-[6-(3,4-dihydroxybutyl)(2-pyridyl)](tert-butoxy)carboxamide in tetrahydrofuran/water (1 eq/1 eq, 0.1M) was added sodium metaperiodate (1.3 eq) at 0° C. and stirred for 1 hr. The reaction was warmed to room temperature and diluted with ethyl acetate. The reaction was extracted with saturated sodium bicarbonate, dried with sodium sulfate, filtered and concentrated in vacuo to yield the product. EI-MS m/z 251(M+H)+

Workup

  1. extractionThe reaction was extracted with saturated sodium bicarbonate
  2. dry with materialdried with sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto yield the product

Sources & evidence

ORD record
ord-a161ba5ae15f4a678a832e2b22c495d6
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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