N-Hydroxysuccinimide → N,N'-Bis-(9-Fluorenylmethyloxycarbonyl)-D-Lysyloxy Succinimide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	N-Hydroxysuccinimide	HCID 80170	—
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Edukt	Fmoc-D-lys(fmoc)-OH	HCID 22816294	—
Lösungsmittel	N,N-dimethylformamide ethyl acetate	HCID 22989253	—
Produkt	N,N'-Bis-(9-Fluorenylmethyloxycarbonyl)-D-Lysyloxy Succinimide	HCID 22816295	—

Reaktionsschritte

To a stirred solution of N,N'-bis-(9-fluorenylmethyloxycarbonyl)-D-lysine (12.0 g) in 360 ml of an ethylacetate:dimethylformamide (35:1) mixture are added N-hydroxysuccinimide (3.1 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.2 g) and diisopropylethylamine (2.0 ml). After 15 hours the solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine, dried over magnesium sulfate, and 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.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US04272525
Quelldatensatz	uspto-grants-1981_06
ORD ID	ord-411aefadc51d4b08b86231303004d859
Quellennotiz	uspto-grants-1981_06