1145669-46-0Relevant articles and documents
Highly regioselective dehexanoylation in fully hexanoylated flavonoids
Zheng, Zhiwei,Han, Ziyi,Cai, Li,Zhou, Dandan,Chavis, Bryson R.,Li, Changsheng,Sui, Qiang,Jiang, Kaiyuan,Gao, Qi
, p. 4442 - 4447 (2018)
Highly selective removal of the 7-O-hexanoyl group in fully hexanoylated flavones, isoflavones, flavanone, and flavonol was achieved under mild conditions using K2CO3 in a 1:1 mixture of CH3OH–CH2Cl2. The resulting 7-OH flavonoids are valuable intermediates for the synthesis of flavonoid 7-O-glycosides via phase-transfer-catalyzed (PTC) glycosylation.
The first total synthesis of 7-O-β-d-glucopyranosyl-4′-O-α-l-rhamnopyranosyl apigenin via a hexanoyl ester-based protection strategy
Gao, Qi,Lian, Gaoyan,Lin, Feng
experimental part, p. 511 - 515 (2009/05/11)
The first total synthesis of 7-O-β-d-glucopyranosyl-4′-O-α-l-rhamnopyranosyl apigenin 1, which exhibits good anti-hepatitis B virus and anti-stroke activities, was accomplished in six steps and 20% overall yield from apigenin. Another synthetic route, in which the target was obtained in seven steps, was also developed to prove the utility of a hexanoyl ester-based orthogonal protection strategy. The hexanoyl protection strategy provided all the flavonoid intermediates with good solubility and reactivity, enabled efficient selective protection and glycosylation, and provided a practical and effective synthetic strategy for flavonoids, starting from commercially available flavone.
