HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperidine → (R)-3-(4-Formylbenzoylamino)-2-hydroxypropionic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | 4-Formylbenzoic acid | HCID 12088 | — |
| Edukt | Diisopropylcarbodiimide | HCID 12734 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | (R)-Fmoc-isoserine | HCID 7408673 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | (R)-3-(4-Formylbenzoylamino)-2-hydroxypropionic acid | HCID 86586064 | — |
Reaktionsschritte
To the above resin bound (R)-Fmoc-isoserine was added 500 μL of a 20% solution of piperidine in DMF. Upon shaking for 30 min, the resin was drained and washed with N-methyl-2-pyrrolidinone (6×1 mL). Then, 200 μmol 4-formylbenzoic acid (30 mg) and 200 μmol HOBt (31 mg) was dissolved in N-methyl-2-pyrrolidinone (500 μL) and added to the resin followed by 200 μmol diisopropyl carbodiimide (25.2 mg) dissolved in acetonitrile (500 μL). The mixture was shaken for 4 hours at 25° C. followed by filtration and washing of the resin with N-methyl-2-pyrrolidinone (3×1 mL).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06953812B2 |
| Quelldatensatz | uspto-grants-2005_10 |
| ORD ID | ord-07a4c15eede74d90b22eb98160b6bb50 |
| Quellennotiz | uspto-grants-2005_10 |