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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1593906Erstellt: 25. Oktober 2026

Quinoxaline-5-sulfonyl chloride → (S)-3-(3-Bromo-4-fluoro-phenyl)-2-[4,5-dichloro-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid

https://huagongshe.com/reaction/1593906

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktQuinoxaline-5-sulfonyl chlorideHCID 16090697—
Edukt4,5-Dichloro-2-(quinoxaline-5-sulfonylamino)-benzoic acidHCID 16090769—
Edukt(S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochlorideHCID 68768499—
Produkt(S)-3-(3-Bromo-4-fluoro-phenyl)-2-[4,5-dichloro-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acidHCID 45486936—

Reaktionsschritte

The title compound was prepared from 3-bromo-4-fluoro-L-phenylalanine methyl ester hydrochloride and 4,5-dichloro-2-(quinoxaline-5-sulfonylamino)-benzoic acid (prepared from quinoxaline-5-sulfonyl chloride as in EXAMPLE 14, Part A) as in Example 1, Part C, followed by hydrolysis of the resulting methyl ester as in Example 2, Part E. HPLC: RT=9.91 min. MS (ESI−): mass calcd. for C24H16BrCl2FN4O5S, 642.28; m/z found, 639/641/643 [M−H]−. 1H NMR (400 MHz, acetone-d6): 11.49 (s, 1H), 9.00-8.93 (m, 2H), 8.62-8.57 (m, 1H), 8.37-8.32 (m, 1H), 8.20-8.12 (m, 1H), 8.05-7.97 (m, 1H), 7.93-7.88 (m, 1H), 7.73-7.67 (m, 1H), 7.65-7.61 (m, 1H), 7.41-7.33 (m, 1H), 7.25-7.15 (m, 1H), 5.00-4.90 (m, 1H), 3.38-3.28 (m, 1H), 3.18-3.10 (m, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07297816B2
Quelldatensatzuspto-grants-2007_11
ORD IDord-345107e79a3346e0ba9970c02d27938c
Quellennotizuspto-grants-2007_11