Cannabidiol Discovery and Synthesis—a Target‐Oriented Analysis in Drug Production Processes

Abstract

Figure 3. Chemical structure of (À)-2. Scheme3.Natural intermediates in the biosynthesiso f(À)-4. Scheme1.The CBD ((À)-2)i solation protocolestablished by Adams and co-workers.

Total Synthesis of (−)‐Cannabidiol‐C4

“…After a careful assessment of the enantioselective syntheses of CBD, [15] we considered as particularly noteworthy the one recently reported by Leahy et al [16] and we decided to plan the asymmetric total synthesis of CBD-C 4 (1) based on the same general strategy. The adaptation of the experimental procedures revealed some critical issues that we have specifically overcome for the CBD-C 4 synthesis.…”

Polymorph prediction through observed structural isomorphism leading to a new crystalline form of cannabidiol

“…Cannabidiol (CBD) is one of at least eighty-five naturally occurring phytocannabinoids found in cannabis plants and accounts for around 40-50% of the crude plant extract alongside other significant phytocannabinoids including cannabidivarin (CBDV), cannabigerol (CBG) and Δ 9 -tetrahydrocannabinol (THC). [1][2][3][4] CBD naturally exists in the plant as cannabidiolic acid (CBDA), which is converted to CBD through thermal decarboxylation upon isolation. 5 CBD was discovered and first isolated in 1940 by the groups of both Adams and Todd, 6,7 with relative and absolute stereochemistry determined by subsequent work from Mechoulam and Sikemeier.…”

Stereoselective Synthetic Strategies to (−)‐Cannabidiol

“…To meet the increasing demand for CBD‐infused products on the market, different synthetic routes to cannabidiol have been proposed (including biotechnological approaches) [5] . Many strategies, often not stereoselective, start with the use of olivetol, as reported in previous reviews [4–8] . However, a dedicated review on the stereoselective synthesis of (−)‐cannabidiol that includes modern approaches (e. g. flow chemistry) has not been covered before.…”

“…Not surprisingly, the demand for cannabidiol for health and wellness purposes has dramatically increased in the last decade, fuelled by the rising government approvals of CBD for medical applications [4] . To meet the increasing demand for CBD‐infused products on the market, different synthetic routes to cannabidiol have been proposed (including biotechnological approaches) [5] . Many strategies, often not stereoselective, start with the use of olivetol, as reported in previous reviews [4–8] .…”