Control of the diastereoselectivity at C(20) in the formation of C(21)-fluorinated thevinols-Reference-Cited by-同舟云学术

Control of the diastereoselectivity at C(20) in the formation of C(21)-fluorinated thevinols

Published:2023 Issue:7 Volume:21 Page:1440-1449
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Sandulenko Irina V.¹,Kovaleva Ekaterina S.²,Zelentsova Maria V.¹^ORCID,Ambartsumyan Asmik A.¹^ORCID,Gorlov Sergey N.³,Danshina Anastasia A.¹⁴,Aysin Rinat R.¹⁴,Moiseev Sergey K.¹^ORCID

Affiliation:

1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, build. 1, ul. Vavilova 28, Moscow 119334, Russia

2. D. I. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq., 9, Moscow 125047, Russia

3. Faculty of the Fundamental Physical and Chemical Engineering, Lomonosov Moscow State University, Leninskiye Gory 1-51, Moscow 119991, Russia

4. Moscow Institute of Physics and Technology (National Research University), Institutskiy per., 9, Dolgoprudny, 3, Russia

Abstract

A method is reported to control the stereoselectivity at C(20) in the syntheses of 20-R-21,21,21-trifluorothevinols, the opioid ligands incorporating fluorine atoms within the pharmacophore associated with the surroundings of the C(20) carbon atom.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D2OB02144G

Reference25 articles.

1. Diels–Alder Adducts of Morphinan-6,8-Dienes and Their Transformations

2. Management of Opioid Addiction With Opioid Substitution Treatments: Beyond Methadone and Buprenorphine

3. J.-P.Bégué and D.Bonnet-Delpon , Bioorganic and medicinal chemistry of fluorine , John Wiley & Sons , 2008 , p. 365

4. Applications of Fluorine in Medicinal Chemistry

5. Fluorinated and [18F]fluorinated morphinan based opioid ligands

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