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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1423141Erstellt: 27. Oktober 2026

Dicyclohexylcarbodiimide → (S)-1-((S)-2-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperazin-1-yl)-3-hydroxybutan-1-one

https://huagongshe.com/reaction/1423141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt(S)-3-hydroxybutyric acidHCID 94318—
Edukt(S)-3-Benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazineHCID 16725642—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-1-((S)-2-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperazin-1-yl)-3-hydroxybutan-1-oneHCID 5291852957%

Reaktionsschritte

A solution of (S)-3-Benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazine (92 mg, 0.25 mmol) in CH2Cl2 (1 mL) at 0-5° C. was treated with (S)-3-hydroxybutanoic acid (29 mg, 0.28 mmol), a catalytic amount of DMAP, and DCC (57 mg, 0.28 mmol). The reaction mixture was allowed to warm to room temperature and stir 6 h. After this time the reaction mixture was evaporated and the residue purified by silica gel flash chromatography with 50% EtOAc/hexanes as eluant to afford the title compound as an oil (64 mg, 57%). LC/MS (Method B) 3.53 min, [M+1]+ 453.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08927546B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-b678120f363c45b8a50feff5dafe9914
Quellennotizuspto-grants-2015_01