Q34E - Organic Chemistry (Mcmurry)

Question

Pregabalin, marketed as Lyrica, is an anticonvulsant drug that is also effective in treating chronic pain. The IUPAC name of pregabalin is (S)-3-(aminomethyl)-5-methylhexanoic acid.(An aminomethyl group is -${\mathbf{CH}}_{\mathbf{3}}{\mathbf{NH}}_{\mathbf{2}}$.) Draw the structure of pregabalin.

Step-by-Step Solution

Answer

The structure of pregabalin with IUPAC name (S)-3-(aminomethyl)-5-methylhexanoic acid is

Step1: Definition of structure

The arrangement of chemical bonds between atoms in a molecule is defined as structure

Step 2: Explanations

As the name pregabalin indicates it is a six carbon straight chain carboxylic acid and has an aminomethyl group on$C_3$and a methyl group on$C_5$

When viewed from the group of lowest priority, the groups with first, second and third highest priorities are arranged in anticlockwise direction.

The structure of pregabalin with IUPAC name (S)-3-(aminomethyl)-5-methylhexanoic acid is