Sodium periodate → HCID 24829985, compound

HRID 1025355Notes

Reaction equation

HRID 1025355 reaction equation
O[CH2:2][C@@:3]([C@@H:6]1[CH2:11][C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][N:23]=[CH:22][C:21]=3[CH3:26])=[CH:14][CH:13]=2)=[C:9]([CH3:28])[CH2:8][CH2:7]1)([OH:5])C.I([O-])(=O)(=O)=O.[Na+]>C(O)(C)C.O>[CH3:26][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][C:20]=1[C:19]([NH:18][C:15]1[CH:14]=[CH:13][C:12]([C:10]2[CH2:11][C@H:6]([C:3](=[O:5])[CH3:2])[CH2:7][CH2:8][C:9]=2[CH3:28])=[CH:17][CH:16]=1)=[O:27]

Participants

5

Reactant 2

HCID 23667635Sodium periodateHCID 24829988HCID 24829988, compound

Product 1

HCID 24829985HCID 24829985, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

A solution of Compound 9 was dissolved in 2:1 isopropyl alcohol and water and stirred at room temp. Sodium periodate (1 eq.) was added and the reaction was stirred overnight, quenched with water and washed with ethyl acetate. The organic layer was dried and concentrated to yield 38.0 mg Compound 6.

Workup

  1. stirringthe reaction was stirred overnight
  2. customquenched with water
  3. washwashed with ethyl acetate
  4. customThe organic layer was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-9b452558162843a296d925e788309ce8
Source dataset
uspto-grants-2014_05
Patent number
US08729069B2

Reaction notes

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