Hygrine

• ( )- Hygrin
• (R) -1 - (1- methylpyrrolidin-2 -yl) -propan- 2-one

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Hygrin, fine ( R) - ( )- Hygrin, is a pyrrolidine alkaloid, and also belongs to the group of ketones. It was founded in 1889 - along with Cuscohygrin - first isolated by Carl Liebermann.

Occurrence

Hygrin is the alkaloid of the coca plant, which is the main alkaloid cocaine. In the roots of the poison berry ( Nicandra physaloides L.) is Hygrin contain approximately 0.5 % by mass.

The poison berry ( Nicardra physaloides ) contains Hygrin as main alkaloid.

Biochemical importance

( R) - ( )- Hygrin used nature as a precursor for the formation of tropane alkaloids, ( S) - ( -)- Hygrin is not suitable.

Properties

( R) - ( )- Hygrin racemized relatively easy to (RS ) - ( ±)- Hygrin.

Synthesis

There are two synthetic routes to (R) - described ( )- Hygrin. In the method of Hyeung Geun - Park et al. are a phase-transfer catalysis and ring-closing metathesis key reactions. In another method, an amino acid derivative of the (R )-proline is used as starting material for preparing ( R) - ( )- Hygrin.