(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile → (S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylate

Participants

Reaction Steps

Using the procedure of Step A above, 1.8 g of the acid of Step B and 2 g of (S)α-cyano-3-phenoxy-benzyl alcohol were reacted and the product was chromatographed over silica gel. Elution with a 9-1 cyclohexane-ethyl acetate mixture and then with an 8-2 n-hexane-isopropyl ether mixture yielded 3.0 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylate with a specific rotation of [α]D20 =+45.5°±2° (c=0.6% in chloroform).

Provenance & Evidence