US 12,312,314 B2
Methods and compositions for terpenoid tricycloalkane synthesis
Alexander James Grenning, Gainesville, FL (US); and Sarah Scott, Gainesville, FL (US)
Assigned to University of Florida Research Foundation, INC., Gainesville, FL (US)
Filed by University of Florida Research Foundation, Inc., Gainesville, FL (US)
Filed on Sep. 22, 2022, as Appl. No. 17/950,772.
Application 17/950,772 is a continuation of application No. 17/183,978, filed on Feb. 24, 2021, granted, now 11,485,704.
Application 17/183,978 is a continuation of application No. 17/013,902, filed on Sep. 8, 2020, granted, now 11,008,283.
Application 17/013,902 is a continuation of application No. 16/567,643, filed on Sep. 11, 2019, granted, now 10,894,763, issued on Jan. 19, 2021.
Application 16/567,643 is a continuation of application No. 16/383,425, filed on Apr. 12, 2019, granted, now 10,487,047, issued on Nov. 26, 2019.
Application 16/383,425 is a continuation of application No. 15/981,833, filed on May 16, 2018, granted, now 10,287,239, issued on May 14, 2019.
Prior Publication US 2023/0064185 A1, Mar. 2, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 211/72 (2006.01); C07C 253/30 (2006.01); C07C 255/31 (2006.01); C07C 255/47 (2006.01); C07D 211/70 (2006.01); C07D 227/04 (2006.01)
CPC C07D 211/70 (2013.01) [C07C 253/30 (2013.01); C07C 255/31 (2013.01); C07C 255/47 (2013.01); C07D 211/72 (2013.01); C07D 227/04 (2013.01); C07C 2603/30 (2017.05); C07C 2603/78 (2017.05)] 7 Claims
 
1. A compound, wherein the compound has a formula represented by a structure:

OG Complex Work Unit Chemistry
wherein E is —(C=O)OR10, wherein R10 is C1-C6 alkyl;
wherein each of R1a, R1b, R1c, and R1d is independently hydrogen, C1-C6 alkyl, aryl, or —(CH2)m(C=O)OR11 and wherein at least one of R1a, R1b, R1c, and R1d is aryl, or —(CH2)m(C=O) OR11; wherein m is an integer selected from 0, 1, 2, and 3, and wherein R11 is C1-C6 alkyl; and
wherein A1 is —NR22-, wherein R22 is C1-C6 alkyl, or —(C=O)OR32; and wherein R32 is C1-C6 alkyl.