HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 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 | HCID 86652668 | — |
| Solvent | Acetone | HCID 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 Carbonate | HCID 66675819 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101658B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-bbff0a89effc4790a2d766df453786ce |
| Source note | uspto-grants-2012_01 |