(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

doi:10.1080/10426500008043651

(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 journal › Article › peer-review

5 Scopus citations

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 language	English
Pages (from-to)	69-77
Number of pages	9
Journal	Phosphorus, Sulfur and Silicon and Related Elements
Volume	159
DOIs	https://doi.org/10.1080/10426500008043651
State	Published - 2000
Externally published	Yes

Keywords

C NMR
Chirality
Crystal structure
Hydrophosphorane
N NMR
P NMR

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@article{5f7d17c7f40145f88f4a6bed9da98039,

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

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.",

keywords = "C NMR, Chirality, Crystal structure, Hydrophosphorane, N NMR, P NMR",

author = "Polosukhin, \{Alexey I.\} and Kovalevsky, \{Andrey Yu\} and Korostylev, \{Andrey V.\} and Davankov, \{Vadim A.\} and Gavrilov, \{Konstantin N.\}",

year = "2000",

doi = "10.1080/10426500008043651",

language = "English",

volume = "159",

pages = "69--77",

journal = "Phosphorus, Sulfur and Silicon and Related Elements",

issn = "1042-6507",

publisher = "Taylor and Francis Group",

}

TY - JOUR

T1 - (3R,8R)-5-hydro-3,8-diethyl-1,6-dioxa-4,9-diaza-5-phosphaspiro[4.4]nonane. Synthesis, structural and spectroscopic properties

AU - Polosukhin, Alexey I.

AU - Kovalevsky, Andrey Yu

AU - Korostylev, Andrey V.

AU - Davankov, Vadim A.

AU - Gavrilov, Konstantin N.

PY - 2000

Y1 - 2000

N2 - (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.

AB - (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.

KW - C NMR

KW - Chirality

KW - Crystal structure

KW - Hydrophosphorane

KW - N NMR

KW - P NMR

UR - https://www.scopus.com/pages/publications/0034340183

U2 - 10.1080/10426500008043651

DO - 10.1080/10426500008043651

M3 - Article

AN - SCOPUS:0034340183

SN - 1042-6507

VL - 159

SP - 69

EP - 77

JO - Phosphorus, Sulfur and Silicon and Related Elements

JF - Phosphorus, Sulfur and Silicon and Related Elements

ER -

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

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Keywords

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