HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-Quinuclidin-3-yl ((S)-(3-(2-((3-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate → (R)-Quinuclidin-3-yl ((S)-(3-(2-((3-formylphenyl)amino)-2-oxoethoxy)phenyl)-(phenyl)methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-Quinuclidin-3-yl ((S)-(3-(2-((3-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate | HCID 90203069 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-Quinuclidin-3-yl ((S)-(3-(2-((3-formylphenyl)amino)-2-oxoethoxy)phenyl)-(phenyl)methyl)carbamate | HCID 90210011 | — |
Reaction Steps
To a solution of (R)-quinuclidin-3-yl((S)-(3-(2-((3-(hydroxymethyl)-phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate (0.35 g, 0.68 mmol) in 1,4-dioxane (25 mL) was added manganese (IV) oxide (0.58 g, 6.8 mmol) and the reaction mixture stirred at room temperature for 2 hours and then at 50° C. for 15 hours. The suspension was filtered through a pad of celite. The solvent was evaporated at reduced pressure to afford the crude material. This material was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980913B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-20685a0eac764c76a6ab8e2775021a1d |
| Source note | uspto-grants-2015_03 |