Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid
Publication type: Journal Article
Publication date: 1996-10-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Taking advantage of the high functionality of an enantiopure protected syn -2 R -amino-1,3,4-triol derivative, easily available on a multigram scale from D-isoascorbic acid, several biologically active compounds have been synthesized such as the (2 S ,3 R )-3-amino-2-hydroxydecanoic acid (AHDA), the N -terminal moiety of microginin, and the (3 R ,4 R )-3-amino-4-hydroxyazepane, the ophiocordin and balanol core structure.
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Tuch A. et al. Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid // Tetrahedron Asymmetry. 1996. Vol. 7. No. 10. pp. 2901-2909.
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Tuch A., Sanière M., Le Merrer Y., Depezay J. Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid // Tetrahedron Asymmetry. 1996. Vol. 7. No. 10. pp. 2901-2909.
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TY - JOUR
DO - 10.1016/0957-4166(96)00381-3
UR - https://doi.org/10.1016/0957-4166(96)00381-3
TI - Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid
T2 - Tetrahedron Asymmetry
AU - Tuch, Arounarith
AU - Sanière, Michèle
AU - Le Merrer, Yves
AU - Depezay, Jean-Claude
PY - 1996
DA - 1996/10/01
PB - Elsevier
SP - 2901-2909
IS - 10
VL - 7
SN - 0957-4166
SN - 1362-511X
ER -
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BibTex (up to 50 authors)
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@article{1996_Tuch,
author = {Arounarith Tuch and Michèle Sanière and Yves Le Merrer and Jean-Claude Depezay},
title = {Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid},
journal = {Tetrahedron Asymmetry},
year = {1996},
volume = {7},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/0957-4166(96)00381-3},
number = {10},
pages = {2901--2909},
doi = {10.1016/0957-4166(96)00381-3}
}
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MLA
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Tuch, Arounarith, et al. “Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid.” Tetrahedron Asymmetry, vol. 7, no. 10, Oct. 1996, pp. 2901-2909. https://doi.org/10.1016/0957-4166(96)00381-3.