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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 516458Erstellt: 26. Oktober 2026

Water → HCID 178523854, Verbindung

https://huagongshe.com/reaction/516458

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktLithium HydroxideHCID 3939—
EduktDimethylformamideHCID 6228—
EduktDiisopropylethylamineHCID 81531—
EduktO-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphateHCID 42624899—
Edukt(2R,4R)-4-Amino-5-(3'-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid 5-methyl-2-oxo[1,3]dioxol-4-ylmethyl esterHCID 86705143—
EduktHCID 178524632HCID 178524632—
ProduktHCID 178523854HCID 17852385458,4%

Reaktionsschritte

5-Hydroxy-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid (59.0 mg, 287 μmol) and HCTU (131 mg, 316 μmol) were combined in DMF (1.3 mL, 17.2 mmol). and stirred at room temperature for 15 minutes. (2R,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid 5-methyl-2-oxo[1,3]dioxol-4-ylmethyl ester (100 mg, 0.3 mmol) and DIPEA (150 μL, 862 μmol) were added, and the resulting mixture was stirred at room temperature for 15 minutes. The reaction was evaporated under reduced pressure. The residue was dissolved in EtOH and a solution of 1 M LiOH in water (1.4 mL, 1.4 mmol) was added. The resulting mixture was stirred at room temperature for 1 hour, then evaporated under reduced pressure. The residue was purified by preparative HPLC to yield the title compound (85 mg). MS m/z [M+H]+ calc'd for C26H23ClN4O5, 507.14. found 507.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09108934B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-ce0445d45c554fd1a3e844e7cd261934
Quellennotizuspto-grants-2015_08