The synthesis of (R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-B-e-riboside is reported.
ChemInform Abstract: An Improved Synthesis of (R)-2,3-Dihydroxypropyl 5-Deoxy-5-dimethylarsinyl-β-D-riboside, a Common Marine Arsenical.
✍ Scribed by Robert V. Stick; Keith A. Stubbs; D. Matthew G. Tilbrook
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0931-7597
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Treatment of 3-0-acetyl-5-deoxy-5-(dimethoxyphosphinyl)-l,2-O-isopropylidene-cr-D-glucofuranose (7) with dihydropyran in the presence of pyridinium ptoluenesulfonate gave the 6-0-(tetrahydropyran-2-yl) derivative in 91% yield. Ring-enlargement of this compound by the known, 2-step procedure gave 5-d