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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1363924Erstellt: 24. Oktober 2026

Sulfuric Acid → Fmoc-Cys(Trt)-OMe

https://huagongshe.com/de/reaction/1363924

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktN-((9H-Fluoren-9-ylmethoxy)carbonyl)-S-(triphenylmethyl)-L-cysteineHCID 128239—
Edukt(R)-methyl 2-amino-3-(tritylthio)propanoateHCID 10429690—
LösungsmittelMethanolHCID 887—
ProduktFmoc-Cys(Trt)-OMeHCID 59278482—

Reaktionsschritte

and H2N-Cys(Trt)-OMe 26. 7.2 g (12.3 mmol) of Fmoc-Cys(Trt)-OH was dissolved in 70 ml of MeOH and added 1.5 ml of conc. sulfuric acid. The reaction mixture was refluxed for 4 hr, the solvent was removed. The mixture was then mixed with ethyl acetate, and washed with water, saturated NaHCO3, and brine. Removing the solvent under vacuum gave 25 as a white foamy solid. The crude product was dissolved in 20 ml of 20% piperidine solution in DMF. After 2 hr, the solvent was removed. Silica gel chromatography (CH2Cl2: MeOH=10:1) gave 4.0 g (86% two step yield) of 26 as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07888055B2
Quelldatensatzuspto-grants-2011_02
ORD IDord-e55b6ce1bc0f4993adb3aac24f127b1e
Quellennotizuspto-grants-2011_02