Efficient synthesis of piperazinyl amides of 18β-glycyrrhetinic acid

• Dong Cai,
• ZhiHua Zhang,
• Yufan Meng,
• KaiLi Zhu,
• LiYi Chen,
• ChangXiang Yu,
• ChangWei Yu,
• ZiYi Fu,
• DianShen Yang and
• YiXia Gong

Beilstein J. Org. Chem. 2020, 16, 798–808, doi:10.3762/bjoc.16.73

• , China College of Pharmacy, Jinzhou Medical University, Jinzhou, 121001, China College of Pharmacy, Jiamusi University, Jiamusi, 154007, China 10.3762/bjoc.16.73 Abstract In the present study, a practical method to prepare piperazinyl amides of 18β-glycyrrhetinic acid was developed. Two main procedures

• for the construction of important intermediate 8 are discussed. One procedure involves the amidation of 1-Boc-piperazine with 3-acetyl-18β-glycyrrhetinic acid, prepared by the reaction of 18β-glycyrrhetinic acid with acetic anhydride without any solvent at 130 °C. The other procedure to prepare

• compound 8 involves the amidation of 18β-glycyrrhetinic acid followed by the esterification with acetic anhydride. Finally, compound 8 underwent N-Boc deprotection to prepare product 4. To ascertain the scope of the reaction, another C-3 ester derivative 17 was tested under the optimized reaction

Charge-transfer interaction mediated organogels from 18β-glycyrrhetinic acid appended pyrene

• Jun Hu,
• Jindan Wu,
• Qian Wang and
• Yong Ju

Beilstein J. Org. Chem. 2013, 9, 2877–2885, doi:10.3762/bjoc.9.324

• 10.3762/bjoc.9.324 Abstract We describe herein the two-component charge-transfer (CT) interaction induced organogel formation with 18β-glycyrrhetinic acid appended pyrene (GA-pyrene, 3) as the donor, and 2,4,7-trinitrofluorenone (TNF, 4) as the acceptor. The use of TNF (4) as a versatile electron acceptor

• –vis region [25]. CT interactions have been employed to induce the supramolecular interactions between donors and acceptors, and lead to the formation of two-component organogels [26][27][28][29][30]. 18β-Glycyrrhetinic acid (GA, 1), a natural pentacyclic triterpenoid obtained from medicinal plants in

• ability of 2,3-dihydroxyiminooleanolic acid, adenineoleanolic acid conjugates as well as the fan-shaped C3 and molecular tweezers based on glycyrrhetinic acid [42][43][44]. In this paper, 18β-glycyrrhetinic acid–pyrene (GA-Pyrene, 3) as the electron donor, and 2,4,7-trinitrofluorenone (TNF, 4) as the