Sodium hydride → HCID 86751021, compound

Participants

Reaction Steps

In analogy to Example 4.1.a, 2.5 g (7.78 mmol) of methyl (S)-2-(tert.butoxycarbonylamino)-8-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate in 5 ml of pyridine were reacted at 130° for 2 hours with 370 mg of sodium hydride dispersion, 2.23 g (10.9 mmol) of copper bromide-dimethyl sulphide complex and 4.48 g (15.56 mmol) of prop-2-enyl 2-iodobenzoate. After chromatography on 500 g of silica gel with ethyl acetate/hexane (1:9→1:1) there were obtained 2.98 g (80%) of methyl (S)-2-(tert.butoxycarbonylamino)-8-[2-(prop-2-enyloxycarbonyl)phenoxy]-1,2,3,4-tetrahydronaphthalene-2-carboxylate as a viscous oil. [α]D ==57.0° (c=0.4, chloroform

Provenance & Evidence