5-Dcoxy-J,2-O-isopropylidene-S-C-(methoxyphenylphosphinyl)-~-O-~~thyl-n-D-ribofuranose (4) was prepared from 1,2-0-isopropylidene-3-O-methyl-a-D-ribo-pentodialdo-1,4-furanose by an addition reaction with methyl phenylphosphinate, followed by deoxygenation of the terminal HO-$H-P group of the adduct
Synthesis of 1,2,3,4-tetra-O-acetyl-5-deoxy-5-C-[(R)- and (S)-phenylphosphinyl]-α- and -β-d-ribopyranose
✍ Scribed by Kuniaki Seo; Mitsuji Yamashita
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- English
- Weight
- 386 KB
- Volume
- 148
- Category
- Article
- ISSN
- 0008-6215
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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
We have previously reported' the synthesis of 1,2,3-tri-O-acetyGI,Sdideoxy-4-C-[(R,S)-phenylphosphinyl] -o&3-D-ribo-and -L-lyxo-furanoses (4) by the sequence of 1 -+ 2 + 3 + 4. However, this method could not be applied to a synthesis of 4deoxy-\*To whom correspondence may be addressed.