✦ LIBER ✦

Synthesis and the structural analysis of 1,2,3,4-tetra-O-acetyl-5-deoxy-5-C-[(R,S)-methoxyphosphinyl]-α,β-d-xylopyranoses

✍ Scribed by Hiroshi Yamamoto; Tadashi Hanaya; Saburo Inokawa; Mitsuji Yamashita; Margaret-Ann Armour; Thomas T. Nakashima

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 219 KB
Volume: 128
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(84)85098-3

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✦ Synopsis

Various sugar analogs possessing a phosphorus atom in the hemiacetal ring have been preparedIe because of the interest in their physicochemical properties and also the potential utility of'their biological activity. Compared with a large number of the analogs having an alkyl-or aryl-phosphinyl group in the ring, such as 5deoxy-5-C-(ethylphosphinyl)-D-ghrcopyranoses4 and 4-deoxy-4-C-(ethylphosphinyl)-D-ribopyranoses5, only two derivatives containing a hydroxyphosphinyl group therein have been reported, namely, 4-deoxy-4-C-(hydroxyphosphinylr3-O-methyl-D-xylopyranose6'7 and 4.deoxy-4-C-(hydroxyphos-phinyl>D-ribopyranose*. We now report the synthesis of the first, unsubstituted 4-deoxy 4-C-(hydroxyphosphinyl)D-xylopyranose (6), and the n.m.r.-spectral analysis of its four

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