HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 58580629, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | HCID 58580717 | HCID 58580717 | — |
| Catalyst | Dirhodium tetraacetate | HCID 152122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58580629 | HCID 58580629 | 89% |
Reaction Steps
2-{2-[(1R)-1-({(2R)-2-{[Tert-butyl(dimethyl)silyl]oxy}-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]propyl}oxy)ethyl]phenyl}ethanol (545 mg, 1.03 mmol), which had been obtained in Example 180 (180d), was dissolved in methylene chloride (5 mL), added with rhodium diacetate dimer (46 mg, 0.10 mmol) and ethyldiazoacetate (267 μL, 2.58 mmol) at 0° C., and stirred for 1.5 hours. Ethanol was added to the reaction solution to terminate the reaction. The solvent was distilled off under reduced pressure. The residue was purified by basic silica gel chromatography (n-hexane/ethyl acetate=4/1) to give the title compound as a colorless oily substance (565 mg, yield 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173631B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d85dda5cc88c4f189282ff91271fd4f2 |
| Source note | uspto-grants-2012_05 |