One-pot efficient synthesis of 13(R),14(R)-epoxy-17β-methyl-20(S)-hydroxyl-18-nor-pregna-4-en-3-one via a tandem epoxidation-rearrangement-epoxidation reaction sequence.

Steroids

School of Chemical Engineering and Energy, Zhengzhou University, Zhengzhou 450001, China; College of Chemical Engineering and Pharmaceutical, Henan University of Science and Technology, Luoyang 471023, China.

Published: December 2013

One-pot synthesis of an 18-norsteroid compound, 13(R),14(R)-epoxy-17β-methyl-20(S)-hydroxyl-18-nor-pregna-4-en-3-one has been achieved with peracetic acid/acetic acid under a mild condition, via a proved tandem epoxidation-rearrangement-epoxidation sequence. Its structure was designated on the basis of NMR and X-ray crystallography data.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.steroids.2013.10.002DOI Listing

Publication Analysis

Top Keywords

tandem epoxidation-rearrangement-epoxidation
8
one-pot efficient
4
efficient synthesis
4
synthesis 13r14r-epoxy-17β-methyl-20s-hydroxyl-18-nor-pregna-4-en-3-one
4
13r14r-epoxy-17β-methyl-20s-hydroxyl-18-nor-pregna-4-en-3-one tandem
4
epoxidation-rearrangement-epoxidation reaction
4
reaction sequence
4
sequence one-pot
4
one-pot synthesis
4
synthesis 18-norsteroid
4

Similar Publications

One-pot efficient synthesis of 13(R),14(R)-epoxy-17β-methyl-20(S)-hydroxyl-18-nor-pregna-4-en-3-one via a tandem epoxidation-rearrangement-epoxidation reaction sequence.

Steroids

December 2013

School of Chemical Engineering and Energy, Zhengzhou University, Zhengzhou 450001, China; College of Chemical Engineering and Pharmaceutical, Henan University of Science and Technology, Luoyang 471023, China.

One-pot synthesis of an 18-norsteroid compound, 13(R),14(R)-epoxy-17β-methyl-20(S)-hydroxyl-18-nor-pregna-4-en-3-one has been achieved with peracetic acid/acetic acid under a mild condition, via a proved tandem epoxidation-rearrangement-epoxidation sequence. Its structure was designated on the basis of NMR and X-ray crystallography data.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!