Potassium Carbonate → HCID 69731369, compound

HRID 432104Notes

Reaction equation

HRID 432104 reaction equation
[Si:1]([O:8][C@H:9]([C:43]1[CH:44]=[N:45][CH:46]=[CH:47][CH:48]=1)[CH2:10][N:11]([CH2:19][C@@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]4[C:38](=[O:39])[O:37][C:36](C)(C)[O:35][C:34]=4[CH:42]=3)[CH:26]=2)[O:21]1)[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([O:13][C:12]([N:11]([CH2:19][C@@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]([C:38]([O:37][CH3:36])=[O:39])=[C:34]([OH:35])[CH:42]=3)[CH:26]=2)[O:21]1)[CH2:10][C@H:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[C:43]1[CH:44]=[N:45][CH:46]=[CH:47][CH:48]=1)=[O:18])([CH3:15])([CH3:16])[CH3:17]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 131724233HCID 131724233, compound

Product 1

HCID 69731369HCID 69731369, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the compound of Example 179 in methanol (10 mL) was added potassium carbonate (0.12 g) at room temperature. The reaction mixture was allowed to stir at room temperature for 18 hours and then concentrated under reduced pressure. The resulting residue was washed with distilled water (10 mL) and extracted with ethyl acetate (3×10 mL). The combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the desired product as pale yellow oil (0.68 g, 94%). LC-MS: 649.8 (MH+), retention time: 3.80 min.

Workup

  1. concentrationconcentrated under reduced pressure
  2. washThe resulting residue was washed with distilled water (10 mL)
  3. extractionextracted with ethyl acetate (3×10 mL)
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3097bc0b550149e892475bfa2664daeb
Source dataset
uspto-grants-2003_12
Patent number
US06660752B2

Reaction notes

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