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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743958Generated: October 25, 2026

Methanol → 5-TFA-ap-ddU

https://huagongshe.com/reaction/743958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2,2,2-trifluoro-N-(prop-2-yn-1-yl)acetamideHCID 11094805—
ReactantIodouridineHCID 66601875—
SolventDichloromethaneHCID 6344—
Product5-TFA-ap-ddUHCID 14768541—

Reaction Steps

Iodouridine 21 was coupled for 3 hours to N-propargyltrifluoroacetamide following the general method given in Example 5C. Chromatography with a 0-5% methanol in dichloromethane gradient afforded material which was homogeneous by TLC, but which was difficult to dry. After co-evaporating the chromatographed product several times with chloroform and vacuum-drying, 536.5 mg of alkynylamino nucleoside 22 was obtained as a white foam. This material was homogeneous by TLC and was pure by NMR except for a small amount (39 mole %: corrected yield 66%) of chloroform.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05558991
Source datasetuspto-grants-1996_09
ORD IDord-83af95cd70364671a75ba48b6139e921
Source noteuspto-grants-1996_09