HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Phenyl-5-(trifluoromethyl)-oxazole-4-carboxylic acid → HCID 57651995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Phenyl-5-(trifluoromethyl)-oxazole-4-carboxylic acid | HCID 2776438 | — |
| Reactant | (1R,2R)-2-{4'-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-biphenyl-4-carbonyl}-cyclopentanecarboxylic acid | HCID 57651904 | — |
| Reactant | cis-2-(4'-Amino-biphenyl-4-carbonyl)-cyclohexanecarboxylic acid | HCID 66738383 | — |
| Reactant | 2-{4'-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-biphenyl-4-carbonyl}-cyclohexanecarboxylic acid | HCID 66738466 | — |
| Product | HCID 57651995 | HCID 57651995 | — |
Reaction Steps
With a method similar to that used for the preparation of racemic trans-2-{4′-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-biphenyl-4-carbonyl}-cyclopentanecarboxylic acid above, racemic 2-{4′-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-biphenyl-4-carbonyl}-cyclohexanecarboxylic acid was prepared from 2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid and cis-2-(4′-amino-biphenyl-4-carbonyl)-cyclohexanecarboxylic acid. The racemic product was separated by chiral SFC to afford (1S,2R)-2-{4′-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-biphenyl-4-carbonyl}-cyclohexanecarboxylic acid (or enantiomer). [α]D: −23.80 in DMSO. LCMS calcd for C31H25F3N2O5 (m/e) 562, obsd 563 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058299B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ef28f1b25ec84da9a807b989cf695e1f |
| Source note | uspto-grants-2011_11 |