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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1418325Erstellt: 26. Oktober 2026

Dicyclohexylcarbodiimide → Benzyl L-leucinate

https://huagongshe.com/reaction/1418325

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
Edukttert-Butoxycarbonyl-D-leucineHCID 637604—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBenzyl L-leucinateHCID 6451313—

Reaktionsschritte

pTos (21.6 g) was dissolved in DMF (100 ml), and the solution was cooled with ice. TEA (7.7 ml) and Boc-D-Leu-ONB (prepared from Boc-D-Leu--OH. H2O (12.5 g), HONB (9.86 g) and DCC (11.4 g) were added thereto, followed by stirring overnight. The resulting DCU was separated by filtration, and the filtrate was concentrated to obtain a residue. The residue was dissolved in AcOEt, and the resulting solution was washed with 4% aqueous NaHCO3 and 10% aqueous citric acid. After washing with water, the solution was dried with Na2SO4 and concentrated. Ether was added to the resulting residue to separate out a precipitate, which was collected by filtration.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05883075
Quelldatensatzuspto-grants-1999_03
ORD IDord-8e0604e70dc24857806d6d9ce38d0ab4
Quellennotizuspto-grants-1999_03