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Synthesis of the acyclic precursor of an epothilone D analogue

Ruslan Faridovich Valeev 1
Ruslan Faridovich Valeev
, 
Gul’naz Razilevna Sunagatullina 1
Gul’naz Razilevna Sunagatullina
, 
Raisa Zigandarovna Biglova 1
Raisa Zigandarovna Biglova
10.1016/j.mencom.2018.11.007
Published 2018-11-01
Communication , Volume 28, Issue 6, 587-588
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Valeev R. F., Sunagatullina G. R., Biglova R. Z. Synthesis of the acyclic precursor of an epothilone D analogue // Mendeleev Communications. 2018. Vol. 28. No. 6. pp. 587-588.
GOST all authors (up to 50) Copy
Valeev R. F., Sunagatullina G. R., Biglova R. Z. Synthesis of the acyclic precursor of an epothilone D analogue // Mendeleev Communications. 2018. Vol. 28. No. 6. pp. 587-588.
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TY - JOUR
DO - 10.1016/j.mencom.2018.11.007
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.11.007
TI - Synthesis of the acyclic precursor of an epothilone D analogue
T2 - Mendeleev Communications
AU - Valeev, Ruslan Faridovich
AU - Sunagatullina, Gul’naz Razilevna
AU - Biglova, Raisa Zigandarovna
PY - 2018
DA - 2018/11/01
PB - Mendeleev Communications
SP - 587-588
IS - 6
VL - 28
ER -
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@article{2018_Valeev,
author = {Ruslan Faridovich Valeev and Gul’naz Razilevna Sunagatullina and Raisa Zigandarovna Biglova},
title = {Synthesis of the acyclic precursor of an epothilone D analogue},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.11.007},
number = {6},
pages = {587--588},
doi = {10.1016/j.mencom.2018.11.007}
}
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Valeev, Ruslan Faridovich, et al. “Synthesis of the acyclic precursor of an epothilone D analogue.” Mendeleev Communications, vol. 28, no. 6, Nov. 2018, pp. 587-588. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.11.007.

Abstract

Condensation of separately obtained C1–C9 and C10–C21 chiral blocks under Yamaguchi conditions affords the corresponding ester, an acyclic precursor of an epothilone D analogue. The reaction is accompanied by the formation of a side product of acylation of the starting alcohol by the Yamaguchi reagent.

References

1.
The Chemistry and Biology of Epothilones—The Wheel Keeps Turning
Altmann K., Pfeiffer B., Arseniyadis S., Pratt B., Nicolaou K. .
ChemMedChem, 2007
2.
Recent advances in microtubule-stabilizing agents
Cao Y., Zheng L., Wang D., Liang X., Gao F., Zhou X.
European Journal of Medicinal Chemistry, 2018
3.
Recent Developments in the Syntheses of the Epothilones and Related Analogues
Watkins E.B., Chittiboyina A.G., Avery M.A.
European Journal of Organic Chemistry, 2006
4.
A Rapid Esterification by Means of Mixed Anhydride and Its Application to Large-ring Lactonization
Inanaga J., Hirata K., Saeki H., Katsuki T., Yamaguchi M.
Bulletin of the Chemical Society of Japan, 1979
5.
Scaffolds for Microtubule Inhibition through Extensive Modification of the Epothilone Template
Cachoux F., Isarno T., Wartmann M., Altmann K.
Angewandte Chemie - International Edition, 2005
6.
Chemical synthesis and biological evaluation of cis- and trans-12,13-cyclopropyl and 12,13-cyclobutyl epothilones and related pyridine side chain analogues.
Nicolaou K.C., Namoto K., Ritzén A., Ulven T., Shoji M., Li J., D'Amico G., Liotta D., French C.T., Wartmann M., Altmann K., Giannakakou P.
Journal of the American Chemical Society, 2001
7.
Synthesis of the northern fragment of an epothilone D analogue from (−)-carvone
Valeev R.F., Bikzhanov R.F., Yagafarov N.Z., Miftakhov M.S.
Tetrahedron, 2012
8.
Valeev R.F., Bikzhanov R.F., Miftakhov M.S.
Mendeleev Communications, 2014
9.
Synthesis of a chiral block for С 1 –С 5 fragment of epothilones
Valeev R.F., Sunagatullina G.R., Miftakhov M.S.
Russian Journal of Organic Chemistry, 2017
11.
Total Synthesis of 16-Desmethylepothilone B, Epothilone B10, Epothilone F, and Related Side Chain Modified Epothilone B Analogues
Nicolaou K.C., Hepworth D., King N.P., Finlay M.R., Scarpelli R., Pereira M.M., Bollbuck B., Bigot A., Werschkun B., Winssinger N.
Chemistry - A European Journal, 2000
12.
Chemical synthesis and biological evaluation of novel epothilone B and trans-12,13-cyclopropyl epothilone B analogues
Nicolaou K.C., Ritzén A., Namoto K., Buey R.M., Dı́az J.F., Andreu J.M., Wartmann M., Altmann K., O'Brate A., Giannakakou P.
Tetrahedron, 2002
13.
Concise total syntheses of epothilone A and C based on alkyne metathesis
Fürstner A., Mathes C., Grela K.
Chemical Communications, 2001