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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 489031Erstellt: 24. Oktober 2026

Dimethylformamide → 1-(N-benzyloxycarbonyl-L-valyloxy)-2-methyl-2-propanol

https://huagongshe.com/de/reaction/489031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt2-Methylpropane-1,2-diolHCID 68410—
EduktN-Carbobenzoxy-L-valineHCID 726987—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(N-benzyloxycarbonyl-L-valyloxy)-2-methyl-2-propanolHCID 5403424288,9%

Reaktionsbedingungen

Temperatur10 °C

Reaktionsschritte

N-Benzyloxycarbonyl-L-valine (2.02 g, 8.0 mmol), 4-dimethylaminopyridine (100 mg, 0.8 mmol), and), and dicyclohexylcarbodiimide (2.04 g, 9.9 mmol, is 20 mL CH2Cl2) were added to 2-methyl-1,2-propanediol (12.2 mmol) in 30 mL dry CH2Cl2, with cooling in an ice bath. DMF (5 mL) was added. After stirring for 5 h at 10° C., the reaction mixture was filtered, concentrated, and then redissolved in ethyl acetate. The organic solution was washed with saturated NaCl, dried over anhydrous Na2SO4, and concentrated. Flash column chromatography (silica, 2/1 petroleum ether-ethyl acetate) gave 2.3 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06974802B2
Quelldatensatzuspto-grants-2005_12
ORD IDord-99783b6fb4d54fcf9e08d10e8ed010ff
Quellennotizuspto-grants-2005_12