TY - JOUR
T1 - Stereochemistry of fully acetylated tetrahydropterins and tetrahydroquinoxalines
AU - Chen, Ning
AU - Ikemoto, Kazuhisa
AU - Komatsu, Shingo
AU - Murata, Shizuaki
N1 - Copyright:
Copyright 2009 Elsevier B.V., All rights reserved.
PY - 2005/12/1
Y1 - 2005/12/1
N2 - Completely acetylated derivatives of naturally occurring tetrahydro-D-monapterin, (6R)-2-acetamido-6-[(1R,2R)-1,2,3-triacetoxypropyl]-5,8-diacetyl-5,6,7,8-tetrahydropteridin-4(3H)-one, show plus and minus CD signs at λ 280 and 240 nm, respectively. Similar CD spectra are obtained on (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-isopropylquinoxaline and (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-isobutylquinoxaline but not on (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-methylquinoxaline nor on the 2-ethyl derivative. The similarity of their CD spectra is represented the same stereogenic structure based on the boat conformation confirmed by X-Ray crystallographic analyses.
AB - Completely acetylated derivatives of naturally occurring tetrahydro-D-monapterin, (6R)-2-acetamido-6-[(1R,2R)-1,2,3-triacetoxypropyl]-5,8-diacetyl-5,6,7,8-tetrahydropteridin-4(3H)-one, show plus and minus CD signs at λ 280 and 240 nm, respectively. Similar CD spectra are obtained on (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-isopropylquinoxaline and (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-isobutylquinoxaline but not on (2S)-1,4-diacetyl-1,2,3,4-tetrahydro-2-methylquinoxaline nor on the 2-ethyl derivative. The similarity of their CD spectra is represented the same stereogenic structure based on the boat conformation confirmed by X-Ray crystallographic analyses.
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U2 - 10.3987/COM-05-10544
DO - 10.3987/COM-05-10544
M3 - Article
AN - SCOPUS:33646856212
SN - 0385-5414
VL - 65
SP - 2917
EP - 2924
JO - Heterocycles
JF - Heterocycles
IS - 12
ER -