Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537083Generated: October 27, 2026

Sodium Iodide → (S)-isopropyl 2-(((S)-(((2R,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

https://huagongshe.com/reaction/537083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCerium trichloride heptahydrateHCID 21585214—
Reactant(S)-isopropyl 2-(((S)-(((2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoateHCID 67441510—
Product(S)-isopropyl 2-(((S)-(((2R,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoateHCID 13636091035%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a stirred solution of 133 (160 mg, 0.28 mmol) was added cerium(III)chloride heptahydrate (154 mg, 0.414 mmol) and sodium iodide (41 mg, 0.276 mmol) at room temperature (21° C.). The mixture was heated at 85° C. for 6 h. The solvent was evaporated and the residue was chromatographed using 0-15% methanol/dichloromethane gradient to give pure product 134 as a white solid (55 mg, 35% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859756B2
Source datasetuspto-grants-2014_10
ORD IDord-cd0454b1ba6947c3a4051c7e21762d11
Source noteuspto-grants-2014_10