(3R,8R)-5-hydro-3,8-diethyl-1,6-dioxa-4,9-diaza-5-phosphaspiro[4.4]nonane. Synthesis, structural and spectroscopic properties

Alexey I. Polosukhin, Andrey Yu Kovalevsky, Andrey V. Korostylev, Vadim A. Davankov, Konstantin N. Gavrilov

Research output: Contribution to journalArticlepeer-review

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Abstract

(3R,8R)-5-Hydro-3,8-diethyl-1,6-dioxa-4,9-diaza-5-spiro[4.4]nonane (1) was prepared by the reaction of (R)-2-aminobutanol-1 with P(NEt2)3. A mixture of diastereoisomers with different phosphorus center configurations was obtained. Compound 1 was studied by the following set of methods: NMR 31P, 13c. 15N, IR spectroscopy, mass-spectrometry, ultra-cenrifugation and single crystal X-ray diffraction analysis. The phosphorus atom is a slightly distorted trigonal bipyramid with the two oxygen atoms in apical positions and the nitrogen atoms in equatorial positions.

Original languageEnglish
Pages (from-to)69-77
Number of pages9
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume159
DOIs
StatePublished - 2000
Externally publishedYes

Keywords

  • C NMR
  • Chirality
  • Crystal structure
  • Hydrophosphorane
  • N NMR
  • P NMR

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