TY - JOUR
T1 - A new route for preparation of 5-deoxy-5-hydroxyphosphinyl-D-gluco- and L-idopyranose derivatives
AU - Hanaya, Tadashi
AU - Fujii, Yasushi
AU - Ikejiri, Satoru
AU - Yamamoto, Hiroshi
PY - 1999/1/1
Y1 - 1999/1/1
N2 - By starting with known 3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-xylo- hexofuranos-5-ulose (5), the 3,6-di-O-benzyl derivatives (8 and 10) of the title phospho-sugar analogs were prepared in six steps through the key intermediates, 5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-gluco- and -L-idofuranoses (7a and 7b), respectively. These products (8 and 10) were respectively converted into the corresponding 1,2,4-tri-O-acetyl-5- methoxyphosphinyl derivatives (9 and 11), whose structures and conformations (mostly in 4C1) were established by spectroscopy.
AB - By starting with known 3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-xylo- hexofuranos-5-ulose (5), the 3,6-di-O-benzyl derivatives (8 and 10) of the title phospho-sugar analogs were prepared in six steps through the key intermediates, 5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-gluco- and -L-idofuranoses (7a and 7b), respectively. These products (8 and 10) were respectively converted into the corresponding 1,2,4-tri-O-acetyl-5- methoxyphosphinyl derivatives (9 and 11), whose structures and conformations (mostly in 4C1) were established by spectroscopy.
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U2 - 10.3987/com-98-s(h)53
DO - 10.3987/com-98-s(h)53
M3 - Article
AN - SCOPUS:0032816475
SN - 0385-5414
VL - 50
SP - 323
EP - 332
JO - Heterocycles
JF - Heterocycles
IS - 1
ER -