Tetrabutylammonium Fluoride → HCID 89963043, compound

HRID 338006Notes

Reaction equation

HRID 338006 reaction equation
[C:1]([O:9][C@H:10]1[CH2:15][CH2:14][C@@H:13]([O:16][Si](C(C)(C)C)(C)C)[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][CH2:14][C@@H:13]([OH:16])[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 89962847HCID 89962847, compound

Product 1

HCID 89963043HCID 89963043, compoundYield 92%

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*,4R*)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(1-methyl-1H-pyrazol-5-yl)cyclohexyl benzoate (1.30 g, 3.14 mmol) prepared in Example 162a, tetrabutyl ammonium fluoride (1.0 M solution in THF; 9.42 mL, 9.42 mmol) and THF (5.0 mL), to yield the title compound (867 mg, 92%) as a colorless oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-d1e553ea89ad44209122ad74ca87503c
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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