HuagongsheHuagongshe Chemistry Print Report · For research reference only
Latanoprost → 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, methyl ester, (5Z)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Latanoprost | HCID 5311221 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, methyl ester, (5Z)- | HCID 59787529 | — |
Reaction Steps
To Latanoprost free acid in MeOH at 0° C. was added TMS-CH2N2 until the solution persisted a yellow color. AcOH (2 drops) were added to quench excess TMS-CH2N2 and the solvents were evaporated. Column chromatography 70%-100% EtOAc/Hexanes gave pure (Z) -methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy -5-phenylpentyl)cyclopentyl)hept-5-enoate (2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09415043B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-35f8fbb42bff475bad7aa67839bd65ba |
| Source note | uspto-grants-2016_08 |