Stereoselective synthesis of terpinen-4-ol-based aminoalcohols

2022

Full text Open access: Gold Metadata (CSL-JSON)
DOI 10.32523/2616-6771-2018-123-2-42-48
Data confidence 70 medium
How this score is calculated

It is built from checkable properties of the record itself: whether the article has a DOI, how many independent sources confirmed its data, whether the required fields are filled in, and how recent the latest confirmation is. Disagreement between sources and a missing identifier lower it. A value of 80 or above means the record was published without further checking; 60 to 79 means it is published at reduced confidence, with a manual check advisable. A record verified by an editor by hand is never pushed below 90 by a recalculation. This scores our data about the article, not the article itself.

Abstract

Terpinen-4-ol 1, a monoterpene, is found as the main component of essential oils isolated from cassumunar ginger and tea tree, exhibits different biological activities such as anticancer,anti-inflammatory, antibacterial and antiviral. In this paper chemical transformation of terpinen4-ol 1 is investigated with the aim to synthesize its new derivatives for the further application aspotential candidates in drug discovery. Stereoselective synthesis of aminodiols 3-6 derived fromterpinen-4-ol 1 was achieved with good yields. Two steps procedure of chemical transformation ofterpinen-4-ol 1 to aminodiols 3-6 were performed by the stereoselective Payne epoxidation reactionof allyl alcohol 1 followed by the regioselective lithium perchlorate-catalyzed oxirane ring openingof epoxy alcohol 2 with benzyl amines. Obtained products were characterized by NMR analysisincluding two dimensional measurements.