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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422891Generated: October 26, 2026

Sodium Iodide → (2R,3R)-3-[(2Z)-7-(Ethylamino)-7-oxohept-2-en-1-yl]-4-hydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl 4-Iodobutyl Carbonate

https://huagongshe.com/reaction/422891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant4-Chlorobutyl (2R,3R)-3-[(2Z)-7-(Ethylamino)-7-oxohept-2-en-1-yl]-4-hydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl CarbonateHCID 86652668—
SolventAcetoneHCID 180—
Product(2R,3R)-3-[(2Z)-7-(Ethylamino)-7-oxohept-2-en-1-yl]-4-hydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl 4-Iodobutyl CarbonateHCID 6667581980%

Reaction Steps

4-Chlorobutyl (2R,3R)-3-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-4-hydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl carbonate (g-1; 25 mg, 0.045 mmol) was dissolved in acetone (0.9 mL). Sodium iodide (68 mg, 0.45 mmol) was added to the solution. The mix was microwaved at 135° C. for 35 mins and then concentrated under reduced pressure. The residue was dissolved in EA+water. EA phase was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated to give 23 mg (80%) crude iodide g-2, which was used immediately without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101658B2
Source datasetuspto-grants-2012_01
ORD IDord-bbff0a89effc4790a2d766df453786ce
Source noteuspto-grants-2012_01