HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Edukt | 4-(((Tert-butoxy)carbonyl)amino)cyclohexane-1-carboxylic acid | HCID 2755996 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate | HCID 24720928 | 61% |
Reaktionsschritte
A solution of 4-[N-(tert-butoxycarbonyl)amino]-cyclohexane carboxylic acid (11.95 g, 49.0 mmol), O,N-dimethylhydroxylamine (4.88 g, 50.0 mmol), DCC (9.60 g, 50 mmol) and triethylamine (5.06 g, 50.0 mmol) in DMF (150 mL) was stirred at room temperature overnight. Water (500 mL) was added and the mixture was extracted with CHCl3. The organic phase was washed with water, dried and concentrated under reduced pressure. Purification by flash chromatography (hexane/EtOAc 1:1) gave [4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (8.50 g, 61%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07423012B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-c7af7f81ca4e42c0a273fa448c39b0b8 |
| Quellennotiz | uspto-grants-2008_09 |