1-Chloro-4-acetoxynonane → 7-[N-(4(R)-hydroxy-2-nonynyl)acetamido]heptanoic acid

Participants

Reaction Steps

The snthesis of this compound is carried out as described in Example 2 except that, in Step B, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-bromo-4(R)-acetoxy-2-nonyne (Example J). The product of Step B is ethyl 7-[N-(4(R)-acetoxy-2-nonynyl)-acetamido]heptanoate. The subsequent step yields 7-[N-(4(R)-hydroxy-2-nonynyl)acetamido]heptanoic acid (C). The product of Step C is hydrogenated over a platinum on charcoal catalyst to afford 7-[N-(4(R)-hydroxynonyl)-acetamido]heptanoic acid (D).

Provenance & Evidence