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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 629696Erstellt: 24. Oktober 2026

Potassium Carbonate → tert-butyl (2R,5S)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-[(E)-2-(2-nitrophenyl)ethenyl]morpholine-4-carboxylate

https://huagongshe.com/de/reaction/629696

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(2-Nitrobenzyl)triphenylphosphonium bromideHCID 10885283—
EduktTert-butyl (2S,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylmorpholine-4-carboxylateHCID 86726303—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkttert-butyl (2R,5S)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-[(E)-2-(2-nitrophenyl)ethenyl]morpholine-4-carboxylateHCID 86726304—

Reaktionsschritte

To tert-butyl (2S,5S)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-formylmorpholine-4-carboxylate (1 eq.) in DME (0.2 M) at rt were added (2-nitrobenzyl)(triphenyl)phosphonium bromide (1.1 eq.), potassium carbonate (2 eq.) and 18-C-6 (0.1 eq.). The reaction mixture was stirred at rt for 12 hrs, filtered on celite and the filtrate was concentrated under reduced pressure. The crude product was purified by automated SiO2 flash chromatography system using solvent gradient of 10% to 60% EtOAc/Hex to afford the desired compound

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315475B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-f29b052624a44ae8a3f46fdc28e7f0ea
Quellennotizuspto-grants-2016_04