Abstract
The title sugar analogues (13) were synthesized by starting with known methyl (E)-5,6-dideoxy-2,3-O-isopropylidene-6-nitro-α-d-lyxo-hex-5-enofuranoside (5a) in six steps through the key intermediate, methyl 5-deoxy-5-dimethoxy-phosphinyl-2,3-O-isopropylidene-α-d-mannofuranoside 8a). The products (13) were converted into the corresponding penta-O-acetyl-5-methoxyphosphinyl derivatives (14), whose structures and conformations (mostly 4C1) were established by spectroscopy.
| Original language | English |
|---|---|
| Pages (from-to) | 2557-2564 |
| Number of pages | 8 |
| Journal | Heterocycles |
| Volume | 36 |
| Issue number | 11 |
| Publication status | Published - Nov 1 1993 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Synthesis of 5-deoxy-5-hydroxyphosphinyl-d-mannopyranoses. / Hanaya, Tadashi; Hirose, Kunihiro; Yamamoto, Hiroshi.
In: Heterocycles, Vol. 36, No. 11, 01.11.1993, p. 2557-2564.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis of 5-deoxy-5-hydroxyphosphinyl-d-mannopyranoses
AU - Hanaya, Tadashi
AU - Hirose, Kunihiro
AU - Yamamoto, Hiroshi
PY - 1993/11/1
Y1 - 1993/11/1
N2 - The title sugar analogues (13) were synthesized by starting with known methyl (E)-5,6-dideoxy-2,3-O-isopropylidene-6-nitro-α-d-lyxo-hex-5-enofuranoside (5a) in six steps through the key intermediate, methyl 5-deoxy-5-dimethoxy-phosphinyl-2,3-O-isopropylidene-α-d-mannofuranoside 8a). The products (13) were converted into the corresponding penta-O-acetyl-5-methoxyphosphinyl derivatives (14), whose structures and conformations (mostly 4C1) were established by spectroscopy.
AB - The title sugar analogues (13) were synthesized by starting with known methyl (E)-5,6-dideoxy-2,3-O-isopropylidene-6-nitro-α-d-lyxo-hex-5-enofuranoside (5a) in six steps through the key intermediate, methyl 5-deoxy-5-dimethoxy-phosphinyl-2,3-O-isopropylidene-α-d-mannofuranoside 8a). The products (13) were converted into the corresponding penta-O-acetyl-5-methoxyphosphinyl derivatives (14), whose structures and conformations (mostly 4C1) were established by spectroscopy.
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UR - http://www.scopus.com/inward/citedby.url?scp=0000830491&partnerID=8YFLogxK
M3 - Article
VL - 36
SP - 2557
EP - 2564
JO - Heterocycles
JF - Heterocycles
SN - 0385-5414
IS - 11
ER -