HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → (S,Z)-3-[(5-tert-Butyloxazol-4-yl)methylene]-6-benzylpiperazine-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-(5-tert-Butyloxazol-4-yl)-N-((S)-1-carbamoyl-2-phenylethyl)-2-hydroxyacrylamide | HCID 66590220 | — |
| Product | (S,Z)-3-[(5-tert-Butyloxazol-4-yl)methylene]-6-benzylpiperazine-2,5-dione | HCID 11950454 | — |
Reaction Steps
The effect of the amount of acid catalyst and reaction time was evaluated. (S,Z)-3-[(5-tert-Butyloxazol-4-yl)methylene]-6-benzylpiperazine-2,5-dione was prepared by reacting 3-(5-tert-Butyloxazol-4-yl)-N-((S)-1-carbamoyl-2-phenylethyl)-2-hydroxyacrylamide with various amounts of p-toluenesulfonic acid for various times. Enantiomeric excess of the product was determine by chiral HPLC using a CHIRALCEL OD column eluted with n-Hexane:Ethanol (5:1). The reaction conditions, product yields, and enantiomeric excess is present is Table 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732605B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-13ca069533064f7090d03c391e82b5a8 |
| Source note | uspto-grants-2010_06 |