HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxy-but-2-ynoic acid ethyl ester → (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-hydroxymethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxy-but-2-ynoic acid ethyl ester | HCID 10855468 | — |
| Reactant | (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 66875140 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-hydroxymethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 59252549 | — |
Reaction Steps
The title compound was prepared from (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine and 4-hydroxy-but-2-ynoic acid ethyl ester (G. Cai et al., Tetrahedron, 2006, 5697-5708) employing the procedure described in Example 99. [α]D25 +5.80 (c 0.5, DMSO)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642603B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-68c0081322e04658aaf0c8ea12f850bb |
| Source note | uspto-grants-2014_02 |