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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2186656Erstellt: 26. Oktober 2026

1,2-Dichloroethane → (1S,2S)-2-(5-cyclohexylcarbamoyl)pentanoylamino-3-morpholino-1-phenyl-1-propanol

https://huagongshe.com/reaction/2186656

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktMethanolHCID 887—
EduktTriethylamineHCID 8471—
Edukt(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanolHCID 10513992—
Edukt6-(Cyclohexylamino)-6-oxohexanoic acidHCID 22448403—
LösungsmittelDichloromethaneHCID 6344—
Produkt(1S,2S)-2-(5-cyclohexylcarbamoyl)pentanoylamino-3-morpholino-1-phenyl-1-propanolHCID 6982134968%

Reaktionsschritte

A mixed solvent of methylene chloride:methanol=4:1 (10 ml), 5-cyclohexylcarbamoylpentanoic acid (546.0 mg, 2.4 mmol), triethylamine (620 μl, 4.4 mmol) and EDC (460 mg, 2.4 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (472.0 mg, 2.0 mmol), followed by stirring overnight. Methylene chloride (100 ml) was added to the reaction solution. After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively, the organic layer was dried over sodium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain the title compound (607 mg, yield 68.0%) as colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06407064B2
Quelldatensatzuspto-grants-2002_06
ORD IDord-b54169715d0048df991a09d8ca586ae2
Quellennotizuspto-grants-2002_06