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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57727Erstellt: 24. Oktober 2026

Diisopropylethylamine → 3-(2-Benzyloxy-propionylamino)-3H-imidazole-4-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/57727

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-(Benzyloxy)propanoic acidHCID 245987—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt3-(2-Benzyloxy-acetylamino)-3H-imidazole-4-carboxylic acid methyl esterHCID 89715196—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-Benzyloxy-propionylamino)-3H-imidazole-4-carboxylic acid methyl esterHCID 8971519591%

Reaktionsschritte

To a solution of compound 2 (4.2 g, 29.7 mmol), 2-Benzyloxy-propionic acid (5.5 g, 29.7 mmol) and DIEA (10 mL) in a mixture of DMF (1 mL) and THF (50 mL) in ice-water bath was added HATU (13.5 g, 35.7 mmol). The resulting mixture was then stirred at ambient temperature overnight. Water (100 mL) was added. The mixture was extracted with ethyl acetate (300 mL×2). The combined organic phases were concentrated to give a crude residue, which was purified by chromatography on silica gel column (eluted with PE/EtOAc=1:1 to 1:3) to afford compound 9 (8.2 g, 91% yield) as brown oil. LC-MS: m/z 304 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434733B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-efc87d032fbe4100bf345dd07e40e300
Quellennotizuspto-grants-2016_09