HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(27-oleovloxyheptacosanoyl)-phytosphingosine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Phytosphingosine | HCID 122121 | — |
| Reactant | 27-Oleoyloxyheptacosanoic acid | HCID 86754187 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-(27-oleovloxyheptacosanoyl)-phytosphingosine | HCID 86754186 | 72.1% |
Reaction Steps
A mixture of 27-oleoyloxyheptacosanoic acid (2 g, 2.9 mmoles), chloroform (76 ml), dried 1-hydroxybenzotriazole (1.28 g, 10.9 mmoles), phytosphingosine (1.23 g, 3.9 mmoles) and N,N'-diisopropylcarbodiimide (0.88 ml, 5.64 mmoles) was stirred under nitrogen for 24 hours at room temperature. After adding 50 ml of a lN hydrochloric acid solution and stirring the organic layer was filtrated, washed with brine and concentrated. The title product (2.07 g) was obtained by crystallization from hot isopropanol (50 ml).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06054599 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-11e9a0428d8b498caa514ca8944c4581 |
| Source note | uspto-grants-2000_04 |