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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 522470Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → t-Boc-Glycine Irinotecan

https://huagongshe.com/de/reaction/522470

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktIrinotecanHCID 60838—
EduktN-(tert-butoxycarbonyl)glycineHCID 78288—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produktt-Boc-Glycine IrinotecanHCID 131728194—

Reaktionsschritte

In a flask, 0.1 g Irinotecan (0.1704 mmoles), 0.059 g t-Boc-Glycine (0.3408 mmoles), and 0.021 g DMAP (0.1704 mmoles) were dissolved in 13 mL of anhydrous dichloromethane (DCM). To the solution was added 0.070 g DCC (0.3408 mmoles) dissolved in 2 mL of anhydrous DCM. The solution was stirred overnight at room temperature. The solid was removed through a coarse frit, and the solution was washed with 10 mL of 0.1N HCL in a separatory funnel. The organic phase was further washed with 10 mL of deionized H2O in a separatory funnel and then dried with Na2SO4. The solvent was removed using rotary evaporation and the product was further dried under vacuum. 1H NMR (DMSO): δ 0.919 (t, CH2CH3), 1.34 (s, C(CH3)3), 3.83 (m, CH2), 7.66 (d, aromatic H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09333200B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-81379012941d41bb8e935cce86913248
Quellennotizuspto-grants-2016_05