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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 340952Erstellt: 24. Oktober 2026

(S)-benzyl 5-(1,3-dioxoisoindolin-2-yl)-1-hydroxypentan-2-yl(methyl)carbamate → (S)-2-(5-hydroxy-4-(methylamino)pentyl)isoindolin

https://huagongshe.com/de/reaction/340952

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(S)-benzyl 5-(1,3-dioxoisoindolin-2-yl)-1-hydroxypentan-2-yl(methyl)carbamateHCID 57947404—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkt(S)-2-(5-hydroxy-4-(methylamino)pentyl)isoindolinHCID 66622410107,9%

Reaktionsschritte

To a solution of (S)-benzyl 5-(1,3-dioxoisoindolin-2-yl)-1-hydroxypentan-2-yl(methyl)carbamate (5.01 g, 12.65 mmol) in MeOH (100 mL) was added Pd/C (1.0 g). The mixture was transferred to an autoclave reactor, charged with hydrogen (50 psi), and stirred at RT overnight. The mixture was filtered and the filtrate was concentrated under reduced pressure to give (S)-2-(5-hydroxy-4-(methylamino)pentyl)isoindolin (3.2 g, 97%) which was used without purification. LRMS (M+H+) m/z 263.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895582B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-8cd1bdbf8d8c4f869c9feac4a09c2792
Quellennotizuspto-grants-2014_11