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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2214260Erstellt: 25. Oktober 2026

Hydrochloric Acid → 3-(2-Biphenyl-4-yl-ethylcarbamoyl)-pentanedioic acid tert-butyl ester ethyl ester

https://huagongshe.com/reaction/2214260

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt2-(4-Biphenyl)ethylamineHCID 28210—
EduktDiisopropylethylamineHCID 81531—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Edukt3-Carboxy-pentanedioic acid tert-butyl ester ethyl esterHCID 87734415—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2-Biphenyl-4-yl-ethylcarbamoyl)-pentanedioic acid tert-butyl ester ethyl esterHCID 69212636—

Reaktionsschritte

A solution of the compound of example 70 (1.55 g, 5.96 mmol) in anhydrous DMF (5 mL) was treated successively with DIEA (5.2 mL), 4-biphenylethyl amine (2.40 g, 11.92 mmol) and TBTU (2.76 g, 8.34 mmol). The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was treated with HCl (1M, excess) and the mixture was extracted several times with ethyl acetate. The recombined organic layer was washed with brine, dried over sodium sulfate, filtered and evaporated. The residue was flashed with 30% ethyl acetate in hexanes and the desired product was obtained as a white solid. 1H-NMR(CDCl3, 400 MH: 1.22(t, J=7.2, 3H); 1.42(s, 9H); 2.32–2.42(m, 2H); 2.60–2.75(m, 2H); 2.83(t, J=7.1 Hz, 2H); 3.02(m, 1H); 3.53(m, 2H); 4.11(m, 2H); 6.25(m, t, 5.1 Hz, 1H); 7.30(m, 3H); 7.43(m, 2H); 7.57(m, 4H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07105539B2
Quelldatensatzuspto-grants-2006_09
ORD IDord-f2bc931ba61a430cada21178d4360d9d
Quellennotizuspto-grants-2006_09