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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 467354Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → Boc-(D)Ala-Gly-OBzl

https://huagongshe.com/reaction/467354

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
EduktBenzyl glycinateHCID 409140—
EduktBOC-D-alanineHCID 637606—
LösungsmittelAcetonitrileHCID 6342—
ProduktBoc-(D)Ala-Gly-OBzlHCID 15567200—

Reaktionsschritte

To 7.4 g H-Gly-OBzl.p-Tos-OH, 100 ml acetonitrile was added, and this was followed by cooling with ice, then 3.1 ml TEA, 3.78 g Boc-D-Ala-OH, 3.96 g HONB and 4.54 g DCC were added, and this was followed by agitation for one night. The resulting DCU was filtered, and the filtrate was concentrated, then the resulting residue was dissolved in 300 ml AcOEt. The resulting solution was washed with 4% aqueous NaHCO3 and 10% aqueous citrate, after which it was dried with Na2SO4. The dried product, after concentration, was crystallized with petroleum benzine and collected by filtration.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05159061
Quelldatensatzuspto-grants-1992_10
ORD IDord-19479433fbc3461c879e4c0ae89705b2
Quellennotizuspto-grants-1992_10