tert-Butyl mercaptan → HCID 57064143, compound

Participants

Reaction Steps

Using the procedure of Example 19, 3 g of (R) α-(3-phenoxyphenyl)-ethyl (1R,cis) 2,2-dimethyl-3-[(ΔZ)carboxyethenyl]cyclopropane-carboxylate and tert.-butylmercaptan were reacted to obtain after chromatography over silica gel and elution with a 95-5 hexane-ethyl acetate mixture 0.97 g of the Z isomer of (R) α-(3-phenoxyphenyl)ethyl (1R,cis) 2,2-dimethyl-3-[3-oxo-3-tert.-butylthio-propenyl]-cyclopropane-carboxylate with a specific rotation of [α]D20 =+134°±3.5° (c=0.65% in chloroform) and 1.10 g of the corresponding E isomer with a specific rotation of [α]D20 =+44.5°±1.5° (c=0.85% in chloroform).

Provenance & Evidence