Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | HCID 67717591 | HCID 67717591 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67716928 | HCID 67716928 | 56.3% |
Reaction Steps
5'-O-(t-Butyldimethylsilyl)-2',3'-dideoxy-5-methyl-2'-oxo-uridine (3.854 g, 10.9 mmol) from Step 3 was dissolved in 50 mL of dry dimethylformamide (DMF) and 1.74 mL (1.56 g, 13.1 mmol) of N,N-dimethylformamide dimethylacetal was added. The reaction mixture was heated in an oil bath at 50° C. for 40 min. The solvent was evaporated in vacuo and the residue purified on a silica gel column, the product eluting with 5% methanol in methylene chloride to give 2.512 g (56.3% yield) of the title compound, [α]D23 =-84.2° (C, 1.44, MeOH). DCI MS M/Z: (M+H)+ 410.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05420276 |
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| Source dataset | uspto-grants-1995_05 |
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| ORD ID | ord-8b89ea9a18534cdc9f67e8204450b341 |
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| Source note | uspto-grants-1995_05 |
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