HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Glycine, N-methyl-, methyl ester, hydrochloride (1:1) → [(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzyl)-methyl-amino]-acetic Acid Methyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Glycine, N-methyl-, methyl ester, hydrochloride (1:1) | HCID 83544 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | (2R,5S)-5-Chloro-2-{2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde | HCID 53673807 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | [(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzyl)-methyl-amino]-acetic Acid Methyl Ester | HCID 69655231 | — |
Reaktionsschritte
To a solution of 5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde (0.10 g, 0.24 mmol) in methanol (2.5 ml) was added sarcosine methyl ester hydrochloride salt (0.10 g, 0.72 mmol) followed by sodium triacetoxyborohydride (0.155 g, 0.73 mmol). After 15 hours the solvent was removed and the resultant solid taken up in methylene chloride. After washing with pH 7 phosphate buffer (0.05 M) and saturated aqueous sodium chloride the organic layer was dried over magnesium sulfate. After filtration and concentration the title compound was isolated by chromatography on silica gel (0.051 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07098212B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-bc9c26b9cc494c06af51d41a336564d4 |
| Quellennotiz | uspto-grants-2006_08 |