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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 253599Erstellt: 27. Oktober 2026

Hydrochloric Acid → HCID 57786524, Verbindung

https://huagongshe.com/reaction/253599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethylamineHCID 8471—
Edukt3-Cyclobutene-1,2-dione, 3,4-dimethoxy-HCID 123227—
Edukt(2R,3S)-3-Amino-1-azido-4-cyclohexylbutan-2-olHCID 57462034—
LösungsmittelAcetonitrileHCID 6342—
ProduktHCID 57786524HCID 5778652465,1%

Reaktionsschritte

The HCl salt of (2R,3S)-3-amino-1-azido-4-cyclohexylbutan-2-ol (˜74 mg, 0.30 mmol) and 3,4-dimethoxycyclobut-3-ene-1,2-dione (70 mg, 0.49 mmol) were dissolved in acetonitrile (3 mL). Triethylamine (84 μL, 0.60 mmol) was added. The reaction was stirred at rt for 4 h. The solvent was evaporated and the crude material was redissolved in CH2Cl2. The solution was washed with 2% aq HCl, followed by brine, and dried over Na2SO4. The solution was filtered and the solvent removed under reduced pressure. The crude material was purified by flash chromatography on silica gel eluting with hexanes/EtOAc. 3-((2S,3R)-4-Azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-methoxycyclobut-3-ene-1,2-dione (63 mg) was isolated as a solid; MS m/z 323.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07872028B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-6d1c67a960744597a83df4fab35c423e
Quellennotizuspto-grants-2011_01