1,1',1''-(Chlorosilylidyne)tris(benzene) → HCID 178420877, compound

HRID 724798Notes

Reaction equation

HRID 724798 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O.C1([Si](C2C=CC=CC=2)(C2C=CC=CC=2)Cl)C=CC=CC=1>N1C=CC=CC=1>[N:10]1[CH:2]=[C:3]2[C:7]([NH:6][CH:5]=[N:4]2)=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 64581,1',1''-(Chlorosilylidyne)tris(benzene)HCID 930036-Chloropurine riboside

Product 1

HCID 178420877HCID 178420877, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

14.3 g of 6-chloro-9-β-D-ribofuranosyl-9H-purine and 15 g of triphenylchlorosilane were dissolved in 500 ml of pyridine and stirred for one hour at room temperature. Pyridine was distilled away and the residue was dissolved in benzene. The benzene layer was washed with 1N HCl and brine, and then dried over sodium sulfate anhydride. The solvent was distilled off and the residue was recrystallized from a mixture of hexane and ethyl acetate to give 21.5 g of 6-chloro-9-15-O-triphenylsilyl-β-D-ribofuranosyl)-9H-purine.

Workup

  1. distillationPyridine was distilled away
  2. dissolutionthe residue was dissolved in benzene
  3. washThe benzene layer was washed with 1N HCl and brine
  4. dry with materialdried over sodium sulfate anhydride
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from a mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-1b1fd65bc36e4302b62143f7095a7269
Source dataset
uspto-grants-1998_01
Patent number
US05705491

Reaction notes

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