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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72153Erstellt: 23. Oktober 2026

Leucine, N-carboxy-, N-benzyl ester, L- → [(R)-3-((S)-2-Amino-4-methyl-pentanoylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid

https://huagongshe.com/de/reaction/72153

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLeucine, N-carboxy-, N-benzyl ester, L-HCID 74840—
Edukt((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid benzyl ester hydrochlorideHCID 68622110—
Produkt[(R)-3-((S)-2-Amino-4-methyl-pentanoylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828974B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e5b66557d1264b5db1a2c1f45f69e600
Quellennotizuspto-grants-2014_09