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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52881Erstellt: 23. Oktober 2026

Ethyl Acetate → Pivaloyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-hydroxymethylimidazole-5-carboxylate

https://huagongshe.com/de/reaction/52881

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktPotassium CarbonateHCID 11430—
EduktChloromethyl pivalateHCID 87885—
Edukt1-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-hydroxymethylimidazole-5-carboxylic acidHCID 19036119—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylacetamideHCID 31374—
ProduktPivaloyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-hydroxymethylimidazole-5-carboxylateHCID 1903618190,2%

Reaktionsschritte

350 mg of potassium carbonate were added to a solution of 552 mg of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-hydroxymethylimidazole-5-carboxylic acid (prepared as described in Example 4) and 220 mg of pivaloyloxymethyl chloride in 7 ml of N,N-dimethylacetamide, and the resulting mixture was stirred at room temperature for 5 hours. At the end of this time, the reaction mixture was mixed with ethyl acetate and water, and the ethyl acetate layer was separated and dried over anhydrous magnesium sulfate; the solvent was then removed by distillation under reduced pressure. The resulting residue was purified by column chromatography through silica gel, using ethyl acetate as the eluent, to give 0.62 g of the title compound as a syrup.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616599
Quelldatensatzuspto-grants-1997_04
ORD IDord-b64c46f517f34819a0036b46f94e10df
Quellennotizuspto-grants-1997_04