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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 409814Erstellt: 26. 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/reaction/409814

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
PatentnummerUS08759374B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-4772f2b285f048b7babdf4ad7060ef15
Quellennotizuspto-grants-2014_06