HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Travoprost
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Fluprostenol | HCID 5311100 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Travoprost | HCID 5282226 | — |
Reaction Steps
A sample of this product was hydrolyzed using methanol and 3N NaOH. After 2 h at 25° C., the mixture was acidified and extracted with ethyl acetate. After drying-concentration of the extracts, crude travoprost acid was obtained. The crude travoprost acid was esterified using K2CO3 and 2-iodopropane in DMF. After 2 h at 60° C., water and ethyl acetate were added and phase separated, the aqueous layer was extracted with ethyl acetate. After drying-concentration of the extracts, crude travoprost was obtained. UPLC (ACQUITY UPLC HSS C18) analysis of the crude product showed that 2.6% 5,6-trans isomer and some other isomers were found.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115109B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-c87131b8a6104bcfa41d386e5e4d4154 |
| Source note | uspto-grants-2015_08 |