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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268374Generated: October 30, 2026

Tetrahydrofuran → (2R,3R,4S,5R)-2-(6-[(2,2-Diphenylethyl)amino]-2-{[2-(1-piperidinyl)ethoxy]methyl}-9H-purin-9-yl)-5-(methoxymethyl)tetrahydro-3,4-furandiol

https://huagongshe.com/reaction/2268374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-(9-[(2R,3R,4R,5R)-3,4-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-2-{[2-(1-piperidinyl)ethoxy]methyl}-9H-purin-6-yl)-N-(2,2-diphenylethyl)amineHCID 69534113—
Product(2R,3R,4S,5R)-2-(6-[(2,2-Diphenylethyl)amino]-2-{[2-(1-piperidinyl)ethoxy]methyl}-9H-purin-9-yl)-5-(methoxymethyl)tetrahydro-3,4-furandiolHCID 5997530430.4%

Reaction Steps

The title compound was prepared by a similar method to example 38 using N-(9-[(2R,3R,4R,5R)-3,4-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-2-{[2-(1-piperidinyl)ethoxy]methyl}-9H-purin-6-yl)-N-(2,2-diphenylethyl)amine (100 mg, 0.12 mmol) (preparation 29), and a 1M solution of tetra-n-butylammonium fluoride in tetrahydrofuran (0.5 ml, 0.5 mmol). The compound was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (95:5:0.5) to give the title compound (22 mg) as a gum. MS: 604 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326359B1
Source datasetuspto-grants-2001_12
ORD IDord-c04ecf9cf9a746be9b321560be48c284
Source noteuspto-grants-2001_12