期刊论文详细信息
Pteridines | |
First synthesis of asperopterin A, an isoxanthopterin glycoside from Aspergillus oryzae | |
Hanaya Tadashi1  Yamamoto Hiroshi2  | |
[1] Faculty of Science, Department of Chemistry, Okayama University, Tsushima-naka, Kita-ku, Okayama 700–8530, Japan;School of Pharmacy, Shujitsu University, Nishigawara, Naka-ku, Okayama, Japan; | |
关键词: asperopterin; glycosylation; isoxanthopterin; protecting groups; pterin glycoside; | |
DOI : 10.1515/pterid-2013-0005 | |
来源: DOAJ |
【 摘 要 】
The key precursor, N2-(N,N-dimethylaminomethylene)-6-hydroxymethyl-8-methyl-3-[2-(4-nitrophenyl)ethyl]-7-xanthopterin (16) was efficiently prepared from 2,5-diamino-6-methylamino-3H-pyrimidin-4-one (5) and ethyl 3-(tert-butyldimethylsilyloxy)-2-oxopropionate (12), followed by the protection of the pteridine ring. Glycosylation of 16 with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (18) in the presence of tin(IV) chloride yielded the corresponding β-D-ribofuranoside. Successive removal of the protecting groups of the resulting D-ribofuranoside provided asperopterin A (4b).
【 授权许可】
Unknown