start-ver=1.4
cd-journal=joma
no-vol=64
cd-vols=
no-issue=9
article-no=
start-page=2090
end-page=2100
dt-received=
dt-revised=
dt-accepted=
dt-pub-year=2008
dt-pub=20080225
dt-online=
en-article=
kn-article=
en-subject=
kn-subject=
en-title=
kn-title=Efficient total syntheses of natural pterin glycosides: limipterin and tepidopterin
en-subtitle=
kn-subtitle=
en-abstract=
kn-abstract=The key, versatile precursors N-2-(N,N-dimethylaminomethylene)-1'-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]biopterin (29a) and its ciliapterin analog (29b) were prepared, respectively, from D-xylose (in 14 steps) and L-xylose (in 11 steps). Treatment of 29a and 29b with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl bromide in the presence of silver triflate and tetramethylurea, followed by removal of the protecting groups, led to the first selective syntheses of limipterin (3) and tepidopterin (5), respectively.
en-copyright=
kn-copyright=

en-aut-name=HanayaTadashi
en-aut-sei=Hanaya
en-aut-mei=Tadashi
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=1
ORCID=

en-aut-name=BabaHiroki
en-aut-sei=Baba
en-aut-mei=Hiroki
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=2
ORCID=

en-aut-name=ToyotaHiroki
en-aut-sei=Toyota
en-aut-mei=Hiroki
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=3
ORCID=

en-aut-name=YamamotoHiroshi
en-aut-sei=Yamamoto
en-aut-mei=Hiroshi
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=4
ORCID=

affil-num=1
en-affil=
kn-affil=Department of Chemistry, Faculty of Science, Okayama University

affil-num=2
en-affil=
kn-affil=Department of Chemistry, Faculty of Science, Okayama University

affil-num=3
en-affil=
kn-affil=Department of Chemistry, Faculty of Science, Okayama University

affil-num=4
en-affil=
kn-affil=School of Pharmacy, Shujitsu University
en-keyword=pteridine
kn-keyword=pteridine
en-keyword=pterin glycoside
kn-keyword=pterin glycoside
en-keyword=glycosylation
kn-keyword=glycosylation
en-keyword=protecting group
kn-keyword=protecting group
END