Tetrabutylammonium Fluoride → HCID 68902706, compound

HRID 2099888Notes

Reaction equation

HRID 2099888 reaction equation
C([SiH2][O:6][C:7](C1C=CC=CC=1)(C1C=CC=CC=1)[C:8]12[CH:23]([OH:24])[CH:12]([CH:13]([N:15]3[CH:20]=[CH:19][C:18](=[O:21])[NH:17][C:16]3=[O:22])[O:14]1)[O:11][N:10]([CH3:25])[CH2:9]2)(C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:24][CH:23]1[C:8]2([CH2:7][OH:6])[O:14][CH:13]([N:15]3[CH:20]=[CH:19][C:18](=[O:21])[NH:17][C:16]3=[O:22])[CH:12]1[O:11][N:10]([CH3:25])[CH2:9]2

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 131727557HCID 131727557, compound

Product 1

HCID 68902706HCID 68902706, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of compound 54 (1 mmol) in THF (5 mL) was added TBAF (2.5 mmol, 2.5 mL of a 1 M solution in THF). After stirring at room temperature for 2 hours, mixture was concentrated. Purification of the resultant residue by silica gel chromatography gave compound 55 near quantitative yield

Workup

  1. concentrationmixture was concentrated
  2. customPurification of the resultant residue by silica gel chromatography

Sources & evidence

ORD record
ord-1153987045a949a8b216fb93e276fa39
Source dataset
uspto-grants-2009_08
Patent number
US07569686B1

Reaction notes

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