Tetrabutylammonium Fluoride → [5-(6-Amino-purin-9-yl)-3-benzyloxy-2-vinyl-tetrahydro-furan-2-yl]-methanol

HRID 1893163Notes

Reaction equation

HRID 1893163 reaction equation
[CH2:1]([O:8][CH:9]1[C:13]([C:16](C2C=CC=CC=2)(C2C=CC=CC=2)[O:17][SiH2]C(C)(C)C)([CH:14]=[CH2:15])[O:12][CH:11]([N:35]2[CH:43]=[N:42][C:41]3[C:36]2=[N:37][CH:38]=[N:39][C:40]=3[NH2:44])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[NH2:44][C:40]1[N:39]=[CH:38][N:37]=[C:36]2[C:41]=1[N:42]=[CH:43][N:35]2[CH:11]1[O:12][C:13]([CH2:16][OH:17])([CH:14]=[CH2:15])[CH:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 1317308139-[4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-vinyl-tetrahydro-furan-2-yl]-9H-purin-6-ylamine

Product 1

HCID 67358508[5-(6-Amino-purin-9-yl)-3-benzyloxy-2-vinyl-tetrahydro-furan-2-yl]-methanolYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9-[4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-vinyl-tetrahydro-furan-2-yl]-9H-purin-6-ylamine, THF, and TBAF were added to a flask and allowed to stir. The reaction was extracted, and the solvent removed to provide the titled compound in 68% yield.

Workup

  1. extractionThe reaction was extracted
  2. customthe solvent removed

Sources & evidence

ORD record
ord-baf64404bf3b40319bef3878efc49e4d
Source dataset
uspto-grants-2013_08
Patent number
US08513214B2

Reaction notes

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