HuagongsheHuagongshe Chemistry Print Report · For research reference only
5'-O-tert-Butyldiphenylsilyl-thymidine → 3'-Deoxy-3'-allyl-5'-O-tert-butyldiphenylsilylthymidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5'-O-tert-Butyldiphenylsilyl-thymidine | HCID 11812846 | — |
| Reactant | Benzyloxymethyl-5'-O-tert-butyldiphenylsilylthymidine | HCID 131719888 | — |
| Reactant | Benzyloxymethyl-3'-O-(phenoxythiocarbonyl)-5'-O-tert-butyldiphenylsilylthymidine | HCID 131720249 | — |
| Product | 3'-Deoxy-3'-allyl-5'-O-tert-butyldiphenylsilylthymidine | HCID 15450808 | 58% |
Reaction Steps
Utilizing the procedures of Examples 16 and 17 wherein compound 18 was obtained from compound 3 via compound 17, compound 2 is used as the starting material in place of compound 3. Compound 2 is converted via the procedure of Example 16 to an intermediate compound similar to compound 17 except this intermediate differs from compound 17 in that it does not have a blocking group on its heterocyclic base. The intermediate is then treated as per the procedure of Example 17 to give the title compound in 58% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05677437 |
| Source dataset | uspto-grants-1997_10 |
| ORD ID | ord-7c5c156a31b74c488ec8d1a2c7fb46e3 |
| Source note | uspto-grants-1997_10 |