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HRID 18727Erstellt: 25. Oktober 2026

Cyclohexanemethylamine → tert-butyl (4S,5R)-2-(cyclohexylmethylamino)-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate

https://huagongshe.com/reaction/18727

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexanemethylamineHCID 76688—
Eduktcis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl EsterHCID 86596320—
LösungsmittelMethanolHCID 887—
Produkttert-butyl (4S,5R)-2-(cyclohexylmethylamino)-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylateHCID 6856769539%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of intermediate 59 (0.5 g, 1.36 mmol), cyclohexanemethylamine (0.53 mL, 6.1 mmol) and MeOH (0.11 mL) is heated at 100° C. for 48 h. The reaction mixture is cooled to RT and purified by chromatography on silica gel; gradient elution with heptane:EtOAc (70:30-50:50) gives 0.23 g of the product 79. 1H NMR (CDCl3) δ 7.80-7.35 (m, 2 H), 7.18 9s, 1 H), 7.10-6.90 (m, 6 H), 6.90-6.70 (m, 2 H), 5.45-5.30 (m, 2 H), 3.45-3.15 (m, 2 H), 2.00-1.50 (m, 5 H), 1.45-0.95 (m, 15H); MS: m/z 434 (M++1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741493B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-77af2833d1c347c2b08d7641f38020e5
Quellennotizuspto-grants-2010_06