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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412472Erstellt: 24. Oktober 2026

Piperidine → (R)-3-(4-Formylbenzoylamino)-2-hydroxypropionic acid

https://huagongshe.com/de/reaction/412472

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
Edukt4-Formylbenzoic acidHCID 12088—
EduktDiisopropylcarbodiimideHCID 12734—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt(R)-Fmoc-isoserineHCID 7408673—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt(R)-3-(4-Formylbenzoylamino)-2-hydroxypropionic acidHCID 86586064—

Reaktionsschritte

To the above resin bound (R)-Fmoc-isoserine was added 500 μL of a 20% solution of piperidine in DMF. Upon shaking for 30 min, the resin was drained and washed with N-methyl-2-pyrrolidinone (6×1 mL). Then, 200 μmol 4-formylbenzoic acid (30 mg) and 200 μmol HOBt (31 mg) was dissolved in N-methyl-2-pyrrolidinone (500 μL) and added to the resin followed by 200 μmol diisopropyl carbodiimide (25.2 mg) dissolved in acetonitrile (500 μL). The mixture was shaken for 4 hours at 25° C. followed by filtration and washing of the resin with N-methyl-2-pyrrolidinone (3×1 mL).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06562807B2
Quelldatensatzuspto-grants-2003_05
ORD IDord-fe41ed78558740f381eb97a1989fd813
Quellennotizuspto-grants-2003_05