Tetrabutylammonium Fluoride → HCID 89963558, compound

HRID 338013Notes

Reaction equation

HRID 338013 reaction equation
[C:1]([O:9][C@H:10]1[CH2:15][C@H:14]([O:16][Si](C(C)(C)C)(C)C)[CH2:13][CH2:12][C@@H:11]1[C:24]1[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:1]([O:9][C@H:10]1[CH2:15][C@H:14]([OH:16])[CH2:13][CH2:12][C@@H:11]1[C:24]1[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 89963263HCID 89963263, compound

Product 1

HCID 89963558HCID 89963558, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 120c by using the (1S*,2R*,5R*)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-(1-methyl-1H-pyrazol-5-yl)cyclohexyl benzoate (739 mg, 1.78 mmol) prepared in Example 163a, tetrabutyl ammonium fluoride (1.0 M solution in THF; 5.34 mL, 5.34 mmol) and THF (5.0 mL), to yield the title compound (517 mg, 97%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-532a8e4d55a84f7bbd15eab75e3dbf6f
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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