HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(4-(Trifluoromethyl)phenyl)pentan-1-ol → (R)-tert-Butyl 2,2,4-trimethyl-4-(2-oxo-2-(3-(trifluoromethyl)-4-(5-(4-(trifluoromethyl)phenyl)pentyloxy)phenyl)ethylcarbamoyl)oxazolidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(4-(Trifluoromethyl)phenyl)pentan-1-ol | HCID 59384329 | — |
| Reactant | (R)-tert-Butyl 4-(2-(4-hydroxy-3-(trifluoromethyl)phenyl)-2-oxoethylcarbamoyl)-2,2,4-trimethyloxazolidine-3-carboxylate | HCID 59384415 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | (R)-tert-Butyl 2,2,4-trimethyl-4-(2-oxo-2-(3-(trifluoromethyl)-4-(5-(4-(trifluoromethyl)phenyl)pentyloxy)phenyl)ethylcarbamoyl)oxazolidine-3-carboxylate | HCID 59384448 | 31% |
Reaction Steps
The title compound was prepared from (R)-tert-butyl 4-(2-(4-hydroxy-3-(trifluoromethyl)phenyl)-2-oxoethylcarbamoyl)-2,2,4-trimethyloxazolidine-3-carboxylate (0.25 mmol, 1.0 equiv) and 5-(4-(trifluoromethyl)phenyl)pentan-1-ol (0.25 mmol, 1.0 equiv) according to the general procedure in 31% yield. HPLC retention time on a C18 column (30×4.6 mm, 3.5 V) was 3.26 min with gradient 50-95% acetonitrile-H2O (0.1% TFA) in 3.5 min as mobile phase. MS (ESI, M+H+)=675.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759370B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-91838d150607447095fd87cae2f961fb |
| Source note | uspto-grants-2010_07 |