HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl iodide → Latanoprost
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 178459547 | HCID 178459547 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | Latanoprost | HCID 5311221 | — |
Reaction Steps
To 1.0 gram of Latanoprost L-arginine salt (2) in MeOH/H2O (4:1, 20 mL) is added 2.01 equivalents of isopropyl iodide (99%, Cat #148938, Sigma-Aldrich, St. Louis, Mo.). and the solution is stirred overnight. Saturated aqueous ammonium acetate is added along with ethyl acetate and the layers are separated. The organic layer is separated, and the solvents removed in vaccuo, and the material is chromatographed to give latanoprost as the isopropyl ester (6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722739B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-7a6f23ae833f4666a1bb459dba1610f3 |
| Source note | uspto-grants-2014_05 |