Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21308731 | HCID 21308731 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 11059916 | HCID 11059916 | 186.1% |
Reaction Steps
2-Chloro-N-(2,2-diphenylethyl)-adenosine 2',3',5'-tribenzoate (71.2 g) in methanol (980 ml) was treated with potassium carbonate (52.1 g). The suspension was stirred at 22° C. for 2 h. It was then acidified to pH 8 with concentrated hydrochloric acid, evaporated and purified on flash silica (2 kg) eluting with dichloromethane:ethanol:0.880 ammonia (90:10:1) to give the title compound (40.2 g) as a white solid, nmr(δ,DMSO-d6) 3.58(m,1H), 3.65(m,1H), 3.84(br.s,1H), 4.0 to 4.2 and 4.4 to 4.65(2 m,5H), 5.04(t,1H), 5.22 (d,1H), 5.48 (d,1H), 5.82(m,1H), 7.1 to 7.4(m,10H), 8.33(s,1H), 8.42(t,1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05889178 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-08555ceda6a44e1397dabc4a8563c642 |
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| Source note | uspto-grants-1999_03 |
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