Acetic Anhydride → HCID 13910504, compound

HRID 542424Notes

Reaction equation

HRID 542424 reaction equation
[C:1]1([CH:7]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:8][NH:9][C:10]2[C:11]3[N:12]=[CH:13][N:14]([C:24]=3[N:25]=[CH:26][N:27]=2)[C@@H:15]2[O:23][C@H:20]([CH2:21][OH:22])[C@@H:18]([OH:19])[C@H:16]2[OH:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[C:38](=[O:40])[CH3:39])(=O)C>N1C=CC=CC=1>[C:16]([O:17][C@@H:16]1[C@H:18]([O:19][C:18](=[O:19])[CH3:20])[C@@H:20]([CH2:21][O:22][C:38](=[O:40])[CH3:39])[O:23][C@H:15]1[N:14]1[C:24]2[N:25]=[CH:26][N:27]=[C:10]([NH:9][CH2:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:11]=2[N:12]=[CH:13]1)(=[O:17])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1038892098383-40-5

Product 1

HCID 13910504HCID 13910504, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N6 -(2,2-Diphenylethyl)adenosine (4.6 g, 0.01 mole) and acetic anhydride (2.9 mL, 306 mol %) are mixed in pyridine at room tempreature under nitrogen for 20 hours, and the reaction is evaporated in vacuo. The residue is dissolved in chloroform, washed twice with aqueous ice-cold 5% sodium carbonate, and the organic layer is dried (MgSO4) and evaporated in vacuo. Chromatography over silica gel eluting with 5/1 chloroform/methanol affords the title compound after evaporation in vacuo of appropriate fractions; mp 75°-80° C.

Workup

  1. customthe reaction is evaporated in vacuo
  2. dissolutionThe residue is dissolved in chloroform
  3. washwashed twice with aqueous ice-cold 5% sodium carbonate
  4. dry with materialthe organic layer is dried (MgSO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-f5cffe9f3baf4c87828a3d28e978f163
Source dataset
uspto-grants-1987_04
Patent number
US04657898

Reaction notes

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