Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 1,1-Dimethylethyl (αR,2R)-4-(2,3-dihydro-2-methyl-3-oxo-1H-isoindol-5-yl)-α-hydroxy-3-oxo-2-morpholineacetate | HCID 58181930 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58181624 | HCID 58181624 | — |
Reaction Steps
To a solution of compound 70-2 (80 mg) in CH2Cl2 (2 ml) at 0° C. was added pyridine (26 μL), Ac2O (30 μl), and DMAP (4 mg). The mixture was stirred for 1 hour at 0° C., warmed to rt, and stirred for an additional 12 h. The mixture was diluted with EtOAc and the organic layer was washed sequentially with sat. aq. CuSO4 solution, water, and brine. The organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure to afford compound 70-3 (85 mg) as a light yellow semisolid. LC-MS: M+H=419. This material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08987242B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-4eb7c4476c1748c5ae69e811a0adc760 |
|---|
| Source note | uspto-grants-2015_03 |
|---|
