HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59437171, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Edukt | (S)-mandelic acid | HCID 439616 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 59437171 | HCID 59437171 | 47% |
Reaktionsschritte
To a solution of (1-adamantyl)methylamine (100 mg, 0.61 mmol), (S)-2-hydroxy-2-phenylacetic acid (92 mg, 0.61 mmol), EDCI (239 mg, 1.22 mmol) and HOBt (164 mg, 1.22 mmol) in CH2Cl2 (15 mL) was added DIEA (391 mg, 3.03 mmol) and the resulting mixture was stirred overnight. The solution was concentrated under vacuum to give the crude product, which was purified by preparative TLC to afford (S)—N-((1-adamantyl)methyl)-2-hydroxy-2-phenylacetamide (85 mg, 47%). 1H NMR (CDCl3, 400 MHz): δ=1.34-1.91 (m, 15H), 2.86 (q, 1H), 3.02 (q, 1H), 5.04 (s, 1H), 5.93 (s, 1H), 7.25-7.43 (m, 5H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835426B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-48e2a0bedcdc43189f5c344b9464dd66 |
| Quellennotiz | uspto-grants-2014_09 |