HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → Tert-butyl (1-(2-(7-(1,2-dihydroxyethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | Tert-butyl (1-(2-(7-vinyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate | HCID 86654348 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Product | Tert-butyl (1-(2-(7-(1,2-dihydroxyethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate | HCID 86654349 | — |
Reaction Steps
To tert-butyl (1-(2-(7-vinyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate (68 mg, 0.14 mmol) in acetone (2 mL) was added OsO4 (178 mg, 0.014 mmol) (2% in tBuOH) and NMO (49 mg, 0.21 mmol) (50% in H2O). The reaction was then stirred for 2 hours, then concentrated and purified by flash column chromatography (20:1 Hexane/EtOAc), affording the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557809B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-3ab5afc127d641fcb2821681ac91d3db |
| Source note | uspto-grants-2013_10 |