HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Leucine, N-carboxy-, N-benzyl ester, L- → [(R)-3-((S)-2-Amino-4-methyl-pentanoylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Leucine, N-carboxy-, N-benzyl ester, L- | HCID 74840 | — |
| Edukt | ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid benzyl ester hydrochloride | HCID 68622110 | — |
| Produkt | [(R)-3-((S)-2-Amino-4-methyl-pentanoylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid | HCID 11617201 | — |
Reaktionsschritte
Step 4, Method B of Example 1 was substantially repeated in this Example 5 except for employing ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid benzyl ester hydrochloride and N-Cbz-L-leucine as the starting materials. Subsequent hydrogenation of the resulting benzyl ester in accordance with the procedures of Step 5, Method A of Example 1 yielded the title compound. 1H NMR (CD3OD, 300 MHz): δ 4.18-3.98 (m, 1H), 3.83 (t, 1H), 3.52-3.38 (m, 1H), 3.35-3.20 (m, 1H), 1.95 (br d, 2H), 1.83-1.58 (m, 9H), 1.52 (dd, 2H), 1.42-1.15 (m, 3H), 1.10-0.95 (m, 8H). 31P NMR (CD3OD, 300 MHz): δ 41. LCMS m/z: [M+H]+=349.2.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08828974B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-e5b66557d1264b5db1a2c1f45f69e600 |
| Quellennotiz | uspto-grants-2014_09 |