HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-Epichlorohydrin → (S)-5-Fluoromethyl-2-[4-(3,3,5,5-tetramethyl-cyclohexyl)-phenoxymethyl]-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Reactant | Ethyl 4-fluorobut-2-ynoate | HCID 23234139 | — |
| Reactant | 4-(3,3,5,5-Tetramethyl-cyclohexyl)-phenol | HCID 68525863 | — |
| Reactant | 5-[4-(3,3,5,5-Tetramethyl-cyclohexyl)-phenoxymethyl]-4,5-dihydro-oxazol-2-ylamine | HCID 68529294 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (S)-5-Fluoromethyl-2-[4-(3,3,5,5-tetramethyl-cyclohexyl)-phenoxymethyl]-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 59252541 | — |
Reaction Steps
The title compound was prepared from 5-[4-(3,3,5,5-tetramethyl-cyclohexyl)-phenoxymethyl]-4,5-dihydro-oxazol-2-ylamine (prepared from 4-(3,3,5,5-tetramethyl-cyclohexyl)-phenol and (R)-epichlorohydrin according to the procedures employed in Step 1 through 2 of Example 1) and 4-fluoro-but-2-ynoic acid ethyl ester (see Example 105) according to the procedures described in Example 95. [α]D25 −21.40 (c 0.5, CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642603B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-b21e3519c934478c82ae3fb9f3350913 |
| Source note | uspto-grants-2014_02 |