Chemistry and biochemistry of 1-desoxysphinganine 1-phosphonate (dihydrosphingosine-1-phosphonate)
✍ Scribed by Wilhelm Stoffel; Michael Grol
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- English
- Weight
- 629 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0009-3084
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✦ Synopsis
Dedicated to
📜 SIMILAR VOLUMES
Sphingosine can be selectively transformed into 2-N,3-O-protected 1-O-mesyl derivative 8. Transformation into the bromide, Michaelis-Arbusov reaction with trimethyl phosphite, and then removal of all protective groups with LiOH afforded sphingosine-l-phosphonate (4) in high overall yield. Chain exte
Single-crystal X-ray study T = 290 K Mean '(C±C) = 0.005 A Ê R factor = 0.042 wR factor = 0.123 Data-to-parameter ratio = 16.2 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
In the title crystal structure, C 4 H 12 O 7 P 2 SÁH 2 O, the sulfonium groups have a pyramidal geometry and bridging water molecules form a complex three-dimensional hydrogen-bond network involving neighboring phosphonate groups.