Tetrabutylammonium Fluoride → HCID 89460103, compound

HRID 577730Notes

Reaction equation

HRID 577730 reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[C:19]([O:23][C:24]([N:26]1[CH2:30][C@@H:29]([CH2:31][O:32][CH3:33])[C@H:28]([CH2:34][O:35][Si](C(C)(C)C)(C)C)[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>C1COCC1>[C:19]([O:23][C:24]([N:26]1[CH2:30][C@@H:29]([CH2:31][O:32][CH3:33])[C@H:28]([CH2:34][OH:35])[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 89460106HCID 89460106, compound

Product 1

HCID 89460103HCID 89460103, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

TBAF (1.0 M in THF, 2.45 mL, 2.45 mmol) was added to a solution of trans-tert-butyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(methoxymethyl)pyrrolidine-1-carboxylate (290 mg, 0.81 mmol) in THF (5 mL). The mixture was stirred at rt for 1 hr. The mixture was quenched with water and extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The crude product was used without purification in subsequent steps.

Workup

  1. customThe mixture was quenched with water
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated
  5. customThe crude product was used without purification in subsequent steps

Sources & evidence

ORD record
ord-0f6ecbeb0eb444cfb899b134d02fd01d
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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