Synthesis of (5R*,6R*)-6-(3-(tert-Butyldimethylsilyloxy)prop-1-ynyl)-5-hydroxypiperidin-2-one

Dau Xuan Duc; Vo Cong Dung

doi:10.15625/0866-708X/55/2/8728

Synthesis of (5R,6R)-6-(3-(tert-Butyldimethylsilyloxy)prop-1-ynyl)-5-hydroxypiperidin-2-one

Dau Xuan Duc, Vo Cong Dung

Author affiliations

Authors

Dau Xuan Duc Faculty of Chemistry, Vinh University, 182 Le Duan Street, Vinh city, Nghe An, Viet Nam
Vo Cong Dung Faculty of Chemistry, Vinh University, 182 Le Duan Street, Vinh city, Nghe An, Viet Nam

DOI:

https://doi.org/10.15625/0866-708X/55/2/8728

Keywords:

piperidinone, azide, Stemona alkaloids, epoxidation

Abstract

The synthesis of racemic (5R*,6R*)-6-(3-(tert-Butyldimethylsilyloxy)prop-1-ynyl)-5-hydroxypiperidin-2-one was accomplished in 10.3% overall yield over 7 steps. The key steps involved a Sonogashira coupling reaction to make an ene-yne ester and an azidolysis reaction of an epoxide ester to form a γ-lactone.

Downloads

Download data is not yet available.

Downloads

Published

17-04-2017

How to Cite

[1]

D. X. Duc and V. C. Dung, “Synthesis of (5R*,6R*)-6-(3-(tert-Butyldimethylsilyloxy)prop-1-ynyl)-5-hydroxypiperidin-2-one”, Vietnam J. Sci. Technol., vol. 55, no. 2, pp. 202–208, Apr. 2017.

IEEE

Download Citation

Issue

Vol. 55 No. 2 (2017)

Section

Natural Products

License

This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.

Vietnam Journal of Sciences and Technology (VJST) is an open access and peer-reviewed journal. All academic publications could be made free to read and downloaded for everyone. In addition, articles are published under term of the Creative Commons Attribution-ShareAlike 4.0 International (CC BY-SA) Licence which permits use, distribution and reproduction in any medium, provided the original work is properly cited & ShareAlike terms followed.

Copyright on any research article published in VJST is retained by the respective author(s), without restrictions. Authors grant VAST Journals System a license to publish the article and identify itself as the original publisher. Upon author(s) by giving permission to VJST either via VJST journal portal or other channel to publish their research work in VJST agrees to all the terms and conditions of https://creativecommons.org/licenses/by-sa/4.0/ License and terms & condition set by VJST.

Authors have the responsibility of to secure all necessary copyright permissions for the use of 3rd-party materials in their manuscript.