135040-88-9Relevant academic research and scientific papers
Total synthesis of ailanthoidol, egonol, and related analogues
Duan, Xin-Fang,Shen, Gang,Zhang, Zhan-Bin
experimental part, p. 1181 - 1187 (2010/06/12)
Efficient and general synthetic protocols were developed for the total synthesis of ailanthoidol, egonol, and some related analogues. The key transformations describe here involve a two-step construction of the benzofuran and a Sonogashira coupling, and proved to be convenient and effective, starting from readily available reagents.
Total synthesis of ailanthoidol and precursor XH14 by stille coupling
Lin, Shun-Yu,Chen, Chih-Lung,Lee, Yean-Jang
, p. 2968 - 2971 (2007/10/03)
Ailanthoidol 1, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only six steps in 48% overall yield from commercially available 5-bromo-2-hydroxy-3-methoxybenzaldehyde. The key transformations in the
A new synthesis of the benzofuran adenosine antagonist XH-14
Hutchinson, Sally A.,Luetjens, Henning,Scammells, Peter J.
, p. 3081 - 3084 (2007/10/03)
5-(3-Hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzo[b]furan-3 -carbaldehyde (XH-14, 1) has been reported to be a potent A1 adenosine antagonist. We have developed an efficient synthesis of this compound that should prove valuable for further structure-activity studies. The synthesis incorporates optimised methodology for the selective protection of a hydroxyl group and the ortho-bromination of a phenol.
Regioselective Introduction of Carbon-3 Substituents to 5-Alkyl-7-methoxy-2-phenylbenzofurans: Synthesis of a Novel Adenosine A1 Receptor Ligand and Its Derivatives
Yang, Zhen,Liu, Han Biao,Lee, Chi Ming,Chang, Hson Mou,Wong, Henry N. C.
, p. 7248 - 7257 (2007/10/02)
By maintaining the balance between the electronic requirements, the stereochemical restrictions as well as the kinetic and thermodynamic factors, the unprecedented regioselective electrophilic aromatic substitution of formyl and nitro groups to carbon-3 o
Naturally Occurring Benzofuran: Isolation, Structure Elucidation and Total Synthesis of 5-(3-Hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)-3-benzofurancarbaldehyde, a Novel Adenosine A1 Receptor Ligand Isolated from Salvia miltior
Yang, Zhen,Hon, Po Ming,Chui, Kuk Ying,Xu, Zun Le,Chang, Hson Mou,et al.
, p. 2061 - 2064 (2007/10/02)
A naturally occurring benzofuran, namely 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)-3-benzofurancarbaldehyde was isolated from the roots of S. miltiorrhiza Bunge "Danshen".Its structure was established by means of spectroscopic metho
