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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54634Generated: October 26, 2026

TBAF tetrahydrofuran → 3'-o-Aminothymidine

https://huagongshe.com/reaction/54634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant3'-O-Amino-(t-butyldimethylsilyl)thymidineHCID 69101893—
Product3'-o-AminothymidineHCID 19048872%

Reaction Steps

3'-O-Amino-(t-butyldimethylsilyl)thymidine was deblocked with (Bu)4NF/THF in standard way to furnish compound 4 (72%). Crystallized from ether/hexanes/ethanol as fine needles, mp 81° C. 1H NMR (Me2SO-d6) δ1.78 (s, 3, CH3), 2.17 and 2.45 (2m, 2, 2'CH2), 3.70 (m, 2, 5'CH2), 3.88 (m, 1, 4'H), 4.16 (m, 1, 3'H), 4.8 (br s, 1, 5'OH), 6.05 (dd, 1, 1'HM), 6.2 (br s, 2 NH2), 7.48 (s, 1, C6H), and 11.24 (br s, 1, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05623070
Source datasetuspto-grants-1997_04
ORD IDord-b5ecf019055e48148398fb13f28e11ff
Source noteuspto-grants-1997_04