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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 632565Erstellt: 23. Oktober 2026

Heptane → 1-cyclopentyl N-[2-(1-{[2,4-bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-leucinate

https://huagongshe.com/de/reaction/632565

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHeptaneHCID 8900—
EduktSodium triacetoxyborohydrideHCID 5049666—
EduktL-leucine cyclopentyl ester tosylateHCID 86633653—
Edukt2-(1-{[2,4-Bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)acetaldehydeHCID 86686420—
Lösungsmittel1,1-DichloroethaneHCID 6365—
Produkt1-cyclopentyl N-[2-(1-{[2,4-bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-leucinateHCID 8668641975%

Reaktionsschritte

To a solution of Intermediate D (0.245 g, 0.5 mmol) in dichloroethane (10 mL) was added L-leucine cyclopentyl ester tosylate (0.398 g, 1.07 mmol) and sodium triacetoxyborohydride (0.417 g, 1.97 mmol). The mixture was stirred for one hour then loaded directly onto a silica gel column and eluted with 7:3 ethyl acetate:heptane to yield the desired product (0.250 g, 75% yield). LC/MS: m/z 667.25 [M+H]+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09321718B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-45f7d73041424261baf06287d757f1e0
Quellennotizuspto-grants-2016_04