HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,8-Octanediol → (R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,8-Octanediol | HCID 69420 | — |
| Edukt | 1-(Bromomethyl)-2,3,4-trifluorobenzene | HCID 2777050 | — |
| Edukt | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Edukt | 8-(2,3,4-Trifluoro-benzyloxy)-octan-1-ol | HCID 66874806 | — |
| Edukt | 8-(2,3,4-Trifluoro-benzyloxy)-octanoic acid | HCID 66875124 | — |
| Produkt | (R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester | HCID 66875595 | — |
Reaktionsschritte
The title compound, m/e=432.5 ([M+H]+), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 2,3,4-trifluorobenzyl bromide, leading to 8-(2,3,4-trifluoro-benzyloxy)-octan-1-ol, which was oxidized in step 2 to 8-(2,3,4-trifluoro-benzyloxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08349893B2 |
| Quelldatensatz | uspto-grants-2013_01 |
| ORD ID | ord-d92dc750130c404588dfa78233b4d449 |
| Quellennotiz | uspto-grants-2013_01 |