HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → (r)-2'-Propoxy-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 2'-Propoxy-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine | HCID 45255917 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (r)-2'-Propoxy-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine | HCID 45256105 | 32.5% |
Reaction Steps
2′-Propoxy-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (40 mg) was subjected to chromatography using 15:85:0.2 MeOH:CO2:DEA at 80 ml/min on a 20×250 mm, 5 μm ChiralPak AS-H column and 100-bar system pressure. The first peak (RT=3.5 min) provided (R)-2′-propoxy-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (13.0 mg, >99% ee), and the second peak (RT=4.3 min) provided (S)-2′-propoxy-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (12.8 mg, >99% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883782B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-1b0e5f72a7d44099b92d88c7d3c1bce3 |
| Source note | uspto-grants-2014_11 |