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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229785Erstellt: 25. Oktober 2026

Methanol → 4-Azido-5-methyl-1-(pyridine-2-sulfonyl)-azepan-3-ol

https://huagongshe.com/reaction/229785

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktAmmonium ChlorideHCID 25517—
EduktSodium AzideHCID 33557—
Edukt5-Methyl-3-(pyridine-2-sulfonyl)-8-oxa-3-aza-bicyclo[5.1.0]octaneHCID 22036686—
LösungsmittelWaterHCID 962—
Produkt4-Azido-5-methyl-1-(pyridine-2-sulfonyl)-azepan-3-olHCID 2203663964%

Reaktionsschritte

5-methyl-3-(pyridine-2-sulfonyl)-8-oxa-3-aza-bicyclo[5.1.0]octane (230 mg, 0.86 mmol) was dissolved in the mixture of 8 ml MeOH and 2 ml H2O. NaN3 (170 mg, 2.6 mmol) and NH4Cl (140 mg, 2.6 mmol) were added to the solution. The resulting mixture was refluxed overnight. After the removal of MeOH, the residue was diluted in EtOAc and washed with 10% NaHCO3 and brine. Purified on column chromatography gave the title compound (170 mg, yield 64%). MS (M+H+) 312.2; 1H-NMR (400 Hz, CDCl3): d=8.69(d, 1H), 8.04-7.94(m, 2H), 7.54 (m, 1H) 4.00-2.95 (m, 7H), 2.20(m, 1H), 1.90-1.74(m, 2H), 0.98(d, 3H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563784B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-d8037c5d8ba34688bad668bb7dcd54b7
Quellennotizuspto-grants-2009_07