HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-Quinuclidin-3-yl ((S)-(3-(2-((4-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate → (R)-Quinuclidin-3-yl ((S)-(3-(2-((4-formylphenyl)amino)-2-oxoethoxy)phenyl)-(phenyl)methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-Quinuclidin-3-yl ((S)-(3-(2-((4-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate | HCID 90204880 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-Quinuclidin-3-yl ((S)-(3-(2-((4-formylphenyl)amino)-2-oxoethoxy)phenyl)-(phenyl)methyl)carbamate | HCID 90211965 | — |
Reaction Steps
To a stirred solution of (R)-quinuclidin-3-yl((S)-(3-(2-((4-(hydroxymethyl)-phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate (0.68 g, 1.31 mmol) in 1,4-dioxane (10 mL) was added manganese (IV) oxide (0.57 g, 6.58 mmol). The reaction mixture was stirred at room temperature for 60 hours. The suspension was filtered and the filter cake was washed with ethyl acetate. The filtrate was evaporated at reduced pressure to afford the crude title compound. This material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987299B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-4904d3921e3948118c3faa0115b0b5fa |
| Source note | uspto-grants-2015_03 |