Tetrabutylammonium Fluoride → HCID 68903408, compound

HRID 2099893Notes

Reaction equation

HRID 2099893 reaction equation
[Si]([O:18][CH2:19][C@:20]12[C@H:26]([OH:27])[C@H:23]([O:24][CH2:25]1)[C@H:22]([N:28]1[CH:35]=[CH:34][C:32](=[O:33])[NH:31][C:29]1=[O:30])[O:21]2)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:27][C@@H:26]1[C@@H:23]2[O:24][CH2:25][C@:20]1([CH2:19][OH:18])[O:21][C@H:22]2[N:28]1[CH:35]=[CH:34][C:32](=[O:33])[NH:31][C:29]1=[O:30]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68905772HCID 68905772, compound

Product 1

HCID 68903408HCID 68903408, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 110 (8.7 g) was dissolved in anhydrous THF (80 mL) and TBAF (5.05 g, 20 mL of 1 M solution in THF) was added and the reaction mixture stirred at room temperature for 3 hours at which time the reaction was complete. The solvent was carefully removed and the residue purified on silica gel column to give Compound 111 in 90% yield.

Workup

  1. customThe solvent was carefully removed
  2. customthe residue purified on silica gel column

Sources & evidence

ORD record
ord-cab7fb92aee44a90bc4fb44725d3f2dc
Source dataset
uspto-grants-2009_08
Patent number
US07569686B1

Reaction notes

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