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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 443729Erstellt: 24. Oktober 2026

Dichloromethane → Boc-Thr(Bzl)-Phe-OEt

https://huagongshe.com/de/reaction/443729

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktEthyl L-phenylalaninate hydrochlorideHCID 165085—
EduktL-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-HCID 1549483—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBoc-Thr(Bzl)-Phe-OEtHCID 13171216381%

Reaktionsschritte

To 200 ml of methylene chloride, were added 31.0 g of Boc-Thr(Bzl)-OH and 27.6 g of Phe-OEt.HCl, and 18.3 ml of WSC were added to the mixture under cooling at 0°--5° C., which was then subjected to stirring for 2 hours at 0°--5° C. then for 18 hours at room temperature. The methylene chloride in the reaction solution was exchanged with ethyl acetate and the exchanged solution was washed successively with 1 N HCl, 5% aqueous NaHCO3 solution and water and dried over MgSO4. The organic layer was concentrated and the produced material was crystallized from hexane, which gave 39.0 g (yield=81%) of the title compound. m.p. 99°-100.5° C. [α]D25 +6.2° (C 2.7, DMF). Analysis--Calculated for C27H36O6N2 : C, 66.92; H, 7.49; N, 5.78. Found: C, 66.91; H, 7.57; N, 5.75.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04261885
Quelldatensatzuspto-grants-1981_04
ORD IDord-a7d1204e4ef04932a9986867138df29c
Quellennotizuspto-grants-1981_04