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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13629Erstellt: 23. Oktober 2026

Triethylamine → (S)-2-tert-Butoxycarbonylamino-3-[4-(pyridin-4-yloxy)-phenyl]-propionic acid methyl ester

https://huagongshe.com/de/reaction/13629

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt(Pyridin-4-yl)boronic acidHCID 2734379—
EduktBoc-Tyr-OMeHCID 7019130—
KatalysatorCupric acetateHCID 8895—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-2-tert-Butoxycarbonylamino-3-[4-(pyridin-4-yloxy)-phenyl]-propionic acid methyl esterHCID 6692273720,7%

Reaktionsschritte

(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid methyl ester (8.46 mmol), 4-pyridyl boronic acid (29.6 mmol), Cu(OAc)2 (16.9 mmol), and molecular sieves were suspended in 25 mL of DCM. Triethylamine (59.2 mmol) was added and the mixture stirred at rt for 10 h. The mixture was diluted with ethyl acetate and washed with 10% sodium carbonate (6×). The organic layer was dried and concentrated under reduced pressure. The residue was purified over silica gel (hexanes-EtOAc) to provide (S)-2-tert-Butoxycarbonylamino-3-[4-(pyridin-4-yloxy)-phenyl]-propionic acid methyl ester (653 mg). LC-MS (m/z) 374.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727983B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-1cad58ca94e541a28a7f5dd0fffe7af6
Quellennotizuspto-grants-2010_06