HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → (5Z,8Z,11Z,14Z)-16-Hydroxy-5,8,11,14-eicosatetraenoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 16-Hydroxyicosa-2,4,6,8-tetraenoic acid | HCID 53764727 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5Z,8Z,11Z,14Z)-16-Hydroxy-5,8,11,14-eicosatetraenoic acid | HCID 6442739 | 75% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
An equimolar mixture of 16-hydroxyeicosatetraenoic acid (16 HETE) and N-hydroxysuccinimide in anhydrous tetrahydrofuran (THF) was cooled to 0° C. To this was added 1 equivalent of dicyclohexylcarbodiimide (DCC) with stirring. After 12h at room temperature, the solvent was removed in vacuo and the residue was purified by SiO2 chromatography to afford the corresponding 16-HETE N-hydroxysuccimide ester in 75% yield as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562988B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-ea8cd371ee024e73adc800ddbeed98ea |
| Source note | uspto-grants-2003_05 |