HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → (4r)-2'-Chloro-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 2'-Chloro-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine | HCID 45256106 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (4r)-2'-Chloro-7'-(5-pyrimidinyl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine | HCID 67387254 | — |
Reaction Steps
2′-Chloro-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (440 mg) was subjected to chromatography using 20:80:0.2 MeOH:CO2:DEA at 70 ml/min on a 20×150 mm, 5 m ChiralPak AD-H column and 100-bar system pressure. The first peak (RT=6.31 min) provided (4R)-2′-Chloro-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (98% ee), and the second peak (RT=15.7 min) provided (4S)-2′-Chloro-7′-(5-pyrimidinyl)spiro[1,3-oxazole-4,9′-xanthen]-2-amine (>99% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426447B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-69b4a6963f7044fb9f9fb080eb113c87 |
| Source note | uspto-grants-2013_04 |