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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6046Erstellt: 23. Oktober 2026

2-Nitrophenol → 2-nitrophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

https://huagongshe.com/de/reaction/6046

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-NitrophenolHCID 6947—
Edukt2,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromideHCID 10926314—
KatalysatorZincchlorideHCID 3007855—
KatalysatorSilver imidazolateHCID 10931941—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-nitrophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranosideHCID 1506785815,3%

Reaktionsschritte

If the procedure described in Preparation LXXXIII is followed starting from 2 g (14.4.10-3 mol) of 2-nitrophenol, 2.5 g (14.2.10-3 mol) of silver imidazolate, 6 g (15.7.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide and 4 g (29.3.10-3 mol) of zinc chloride in 80 ml of methylene chloride, 0.91 g (yield: 15%) of the expected product is obtained after purification by chromatography on silica gel using a hexane/ethyl acetate mixture (2/1 v/v) as the eluent, and precipitation in ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246961
Quelldatensatzuspto-grants-1993_09
ORD IDord-06ef2526ca4b4e82962cc682dc5f8a8a
Quellennotizuspto-grants-1993_09