Sodium Carbonate → HCID 118511072, compound

HRID 1478220Notes

Reaction equation

HRID 1478220 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][CH:19]([CH:24]([OH:26])[CH3:25])[C:20]([O:22][CH3:23])=[O:21])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)([O-])[O-].[Na+].[Na+].S([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][CH:19]([C:24](=[O:26])[CH3:25])[C:20]([O:22][CH3:23])=[O:21])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 24437Sodium SulfiteHCID 159087TriacetoxyperiodinaneHCID 22117500HCID 22117500, compound

Product 1

HCID 118511072HCID 118511072, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxybutanoate (1.5 g, 4.22 mmol) in DCM (25 mL) was added portionwise Dess-Martin periodinane (1.790 g, 4.22 mmol). The reaction mixture was stirred at room temperature overnight. The resulting mixture was diluted with DCM and a 1:1 2M sodium carbonate (aq) and saturated sodium sulphite solution (aq) were added and stirred at room temperature for 15 minutes. The layers were separated and the organic layer dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford the title compound;

Workup

  1. stirringstirred at room temperature for 15 minutes
  2. customThe layers were separated
  3. dry with materialthe organic layer dried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4202156b36b342ef81be66b1c75be342
Source dataset
uspto-grants-2016_08
Patent number
US09403810B2

Reaction notes

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