HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → Boc-D-Ala-NH2
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | Ammonia | HCID 222 | — |
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | BOC-D-alanine | HCID 637606 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Boc-D-Ala-NH2 | HCID 7015296 | 23,02% |
Reaktionsschritte
(R)-2-(tert-Butoxycarbonylamino)propanoic acid (1 g, 5.29 mmol), EDC (1.216 g, 6.34 mmol), and HOBt (0.971 g, 6.34 mmol) were dissolved in CH2Cl2 (5 mL). Ammonia (0.5 M) in dioxane (52.9 mL, 26.4 mmol) and 4-methylmorpholine (3.49 mL, 31.7 mmol) were added to the reaction mixture. After stirring for 1 h, the solvent was removed and ethyl acetate was added. This was washed with brine and saturated NaHCO3 solution. The organic layer was dried and concentrated to provide the product (R)-tert-butyl 1-amino-1-oxopropan-2-ylcarbamate (Int-X-A, 229 mg, 1.217 mmol, 23.02% yield); [M+Na]+=211.2; 1H NMR (400 MHz, methanol-d4) δ ppm 4.06 (1 H, q), 1.44 (9 H, s), 1.31 (3 H, d, J=7.04 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835470B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-09a01529d70343c09047cf86e627c1cc |
| Quellennotiz | uspto-grants-2014_09 |