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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288268Generated: November 2, 2026

5'-O-tert-Butyldiphenylsilyl-thymidine → 3'-Deoxy-3'-allyl-5'-O-tert-butyldiphenylsilylthymidine

https://huagongshe.com/reaction/2288268

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5'-O-tert-Butyldiphenylsilyl-thymidineHCID 11812846—
ReactantBenzyloxymethyl-5'-O-tert-butyldiphenylsilylthymidineHCID 131719888—
ReactantBenzyloxymethyl-3'-O-(phenoxythiocarbonyl)-5'-O-tert-butyldiphenylsilylthymidineHCID 131720249—
Product3'-Deoxy-3'-allyl-5'-O-tert-butyldiphenylsilylthymidineHCID 1545080858%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06087482
Source datasetuspto-grants-2000_07
ORD IDord-9483a2f9c0b14cb6b75aecd0ef6e452d
Source noteuspto-grants-2000_07