Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 437689Erstellt: 23. Oktober 2026

Dicyclohexylcarbodiimide → Nalphat-Butoxycarbonyl-L-tryptophyl-O-benzyl-D-seryl-O-benzyl-L-tyrosyl-D-alanine

https://huagongshe.com/de/reaction/437689

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN-tert-Butoxycarbonyl-L-tryptophanHCID 83169—
Edukt(R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acidHCID 2733693—
EduktNalpha-t-butoxycarbonyl-O-benzyl-L-tyrosyl-D-alanineHCID 12876484—
ProduktNalphat-Butoxycarbonyl-L-tryptophyl-O-benzyl-D-seryl-O-benzyl-L-tyrosyl-D-alanineHCID 86734883—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

Nαt-Butoxycarbonyl-L-tryptophyl-O-benzyl-D-seryl-O-benzyl-L-tyrosyl-D-alanine resin is prepared from 8 g. of Nα-t-butoxycarbonyl-O-benzyl-L-tyrosyl-D-alanine resin by successive coupling, according to the general process for solid phase synthesis given in Example 1, with (13 g., 9.8 mmol, of Nα-t-butoxycarbonyl-O-benzyl-D-serine and 2 g., 9.7 mmol, of dicyclohexylcarbodiimide and (2) 3 g., 9.8 mmol, of Nα-t-butoxycarbonyl-L-tryptophan and 2 g. of dicyclohexylcarbodiimide. The resin is washed with ethanol and dried. It is then stirred for twenty-four hours at 25° C. with 200 ml. of methanol and 20 ml. of triethylamine. The mixture is filtered and the methanol solution evaporated. The residue is solidified from ether-petroleum ether; 2 g.; m.p. 155°-156° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04031069
Quelldatensatzuspto-grants-1977_06
ORD IDord-7e5c7cd0664f4808bd5f2344c1495cfb
Quellennotizuspto-grants-1977_06