HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Phenylbenzoyl chloride → (3Ez,5s)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-[3-(2-thienylmethyl)-1,2,4-oxadiazol-5-yl]-3-pyrrolidinone o-methyloxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Phenylbenzoyl chloride | HCID 84151 | — |
| Reactant | N'-Hydroxy-2-(2-thienyl)ethanimidamide | HCID 2737293 | — |
| Reactant | (2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid | HCID 58714586 | — |
| Product | (3Ez,5s)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-[3-(2-thienylmethyl)-1,2,4-oxadiazol-5-yl]-3-pyrrolidinone o-methyloxime | HCID 58714508 | — |
Reaction Steps
Following the general method as outlined in Example 59, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (Intermediate 2), [1,1′-biphenyl]-4-carbonyl chloride, and N′-hydroxy-2-(2-thienyl)ethanimidamide, the title compound was obtained in 85% purity by HPLC. MS(ESI+): m/z=459.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115639B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-fb02a62e7ab94362b285a8913080bc0d |
| Source note | uspto-grants-2006_10 |