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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1680210Erstellt: 25. Oktober 2026

Lysine hydrochloride, D- → Fmoc-D-lys(fmoc)-OH

https://huagongshe.com/reaction/1680210

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLysine hydrochloride, D-HCID 81691—
Edukt(9H-Fluoren-9-yl)methyl carbonazidateHCID 13876407—
LösungsmittelAcetoneHCID 180—
LösungsmittelWaterHCID 962—
LösungsmittelSodium CarbonateHCID 10340—
ProduktFmoc-D-lys(fmoc)-OHHCID 22816294—

Reaktionsschritte

To a stirred solution of D-lysine hydrochloride (4.5 g) in 175 ml of a sodium carbonate solution (10% in water):acetone (6:1) solution is added dropwise a solution of 9-fluorenylmethyl azidoformate in acetone (150 ml). After 16 hours the mixture is diluted with water and washed three times with hexane. The mixture is then acidified with concentrated hydrochloric acid and extracted three times with ethyl acetate. The ethyl acetate solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine, dried over magnesium sulfate, then concentrated in vacuo to about 20 ml. The solution is added to hexane (1 l.) and the precipitate is collected and dried to afford the title compound: NMR (dimethylsulfoxide) δ1.0-1.9 (m, 6H), 2.7-3.2 (m,2H), 3.8-4.7 (m,7H), 6.8-8.3 (m,19H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04272525
Quelldatensatzuspto-grants-1981_06
ORD IDord-759176ab75af438bbfc15b21f31b707b
Quellennotizuspto-grants-1981_06