HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl (S)-2-(6-((4'-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)-2',6'-dimethylbiphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate → (S)-methyl 2-(6-((2',6'-dimethyl-4'-(piperidin-4-yloxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl (S)-2-(6-((4'-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)-2',6'-dimethylbiphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 89701758 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-methyl 2-(6-((2',6'-dimethyl-4'-(piperidin-4-yloxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 89701746 | 115% |
Reaction Steps
Methyl (S)-2-(6-((4′-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)-2′,6′-dimethyl-biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 3j (75 mg, 0.13 mmol) was dissolved in 15 mL hydrochloric acid in dioxane. The reaction solution was reacted for 1 hour. The resulting solution was concentrated under reduced pressure to obtain the crude title compound (S)-methyl 2-(6-((2′,6′-dimethyl-4′-(piperidin-4-yloxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 4a (75 mg), as a white solid which was directly used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139548B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0b53a0e68b0345608581719b47f23629 |
| Source note | uspto-grants-2015_09 |