Tetrabutylammonium Fluoride → HCID 86594456, compound

HRID 1047103Notes

Reaction equation

HRID 1047103 reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[NH2:19][C:20]1[N:28]=[C:27]2[C:23]([N:24]=[CH:25][N:26]2[CH:29]2[CH2:33][CH:32]([O:34][Si](C(C)(C)C)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:31]([CH2:52][OH:53])[C:30]2=[CH2:54])=[C:22]([Cl:55])[N:21]=1>O1CCCC1>[NH2:19][C:20]1[N:28]=[C:27]2[C:23]([N:24]=[CH:25][N:26]2[CH:29]2[CH2:33][CH:32]([OH:34])[CH:31]([CH2:52][OH:53])[C:30]2=[CH2:54])=[C:22]([Cl:55])[N:21]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 86762107HCID 86762107, compound

Product 1

HCID 86594456HCID 86594456, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Then, 0.27 ml (0.274 mmol) of 1M TBAF solution in tetrahydrofuran was added dropwise to a solution which had been prepared by dissolving 73 mg (0.137 mmol) of [3-(2-amino-6-chloro-purine-9-yl)-5-(tert-butyl-diphenyl-silanyloxy)-2-methylene-cyclopentyl]-methanol in 0.7 ml of tetrahydrofuran at room temperature, and the resulting mixture was stirred for 1.5 hrs. After completion of the reaction, the reaction mixture was condensed and the residue thus obtained was isolated by HPLC to obtain 34 mg of the title compound (yield: 84%).

Workup

  1. customhad been prepared
  2. customAfter completion of the reaction
  3. customcondensed
  4. customthe residue thus obtained
  5. customwas isolated by HPLC

Sources & evidence

ORD record
ord-625163266cd5492ea91659f9596f08b5
Source dataset
uspto-grants-2013_10
Patent number
US08569490B2

Reaction notes

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