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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1802963Erstellt: 25. Oktober 2026

1,8-Octanediol → (R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester

https://huagongshe.com/reaction/1802963

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-OctanediolHCID 69420—
Edukt1-(Bromomethyl)-2,3,4-trifluorobenzeneHCID 2777050—
Edukt(R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochlorideHCID 46223507—
Edukt8-(2,3,4-Trifluoro-benzyloxy)-octan-1-olHCID 66874806—
Edukt8-(2,3,4-Trifluoro-benzyloxy)-octanoic acidHCID 66875124—
Produkt(R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl esterHCID 66875595—

Reaktionsschritte

The title compound, m/e=432.5 ([M+H]+), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 2,3,4-trifluorobenzyl bromide, leading to 8-(2,3,4-trifluoro-benzyloxy)-octan-1-ol, which was oxidized in step 2 to 8-(2,3,4-trifluoro-benzyloxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(2,3,4-trifluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08349893B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-d92dc750130c404588dfa78233b4d449
Quellennotizuspto-grants-2013_01