HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-Hydroxy-3-phenylpropionic acid → (3EZ,5S)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[(2S)-2-hydroxy-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-3-pyrrolidinone O-methyloxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-Hydroxy-3-phenylpropionic acid | HCID 2735057 | — |
| Reactant | (2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide | HCID 90995821 | — |
| Product | (3EZ,5S)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[(2S)-2-hydroxy-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-3-pyrrolidinone O-methyloxime | HCID 58714574 | — |
Reaction Steps
Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and (3S)-3-hydroxy-3-phenylpropanoic acid, the title compound was obtained in 89% purity by HPLC. MS(ESI+): m/z=483.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115639B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-b363f2f969164d17909ee4023307bb6a |
| Source note | uspto-grants-2006_10 |