A Short Synthesis of Molnupiravir

Synfacts ◽  
2020 ◽  
Vol 17 (01) ◽  
pp. 0010
Keyword(s):  
2019 ◽  
Author(s):  
Lars Gnägi ◽  
Severin Vital Martz ◽  
Daniel Meyer ◽  
Robin Marc Schärer ◽  
Philippe Renaud

<div><div><div><div><p>A very concise total synthesis of (+)-brefeldin C starting from 2-furanylcyclopentene is described. This approach is based on an unprecedented enantioselective radical hydroalkynylation process to introduce the two cyclopentane stereocenters in a single step. The use of a furan substituent allows to achieve a high trans diastereoselectivity during the radical process and it contains the four carbon atoms C1–C4 of the natural product in an oxidation state closely related to the one of the target molecule. The eight-step synthesis require six product purifications and it provides (+)-brefeldin C in 18% overall yield.</p></div></div></div></div>


2019 ◽  
Vol 16 (12) ◽  
pp. 931-934 ◽  
Author(s):  
Alexandra Kamlah ◽  
Franz Bracher

: A new synthesis of the 2,6-naphthyridine alkaloid 4-methyl-2,6-naphthyridine from Antirrhinum majus has been developed. Key steps are a regioselective oxidation of 3-bromo-4,5- dimethylpyridine to the corresponding 4-formyl derivative, and the annulation of the second pyridine ring by Suzuki-Miyaura cross-coupling using (E)-2-ethoxyvinylboronic acid pinacol ester as a masked acetaldehyde equivalent. This protocol gives the alkaloid in four steps starting from commercially available 3,4-dimethylpyridine in 15% overall yield. This annulation protocol should be useful for the synthesis of other condensed pyridines as well.


ChemInform ◽  
2010 ◽  
Vol 29 (18) ◽  
pp. no-no
Author(s):  
K. TAKEDA ◽  
N. OHKAWA ◽  
K. HORI ◽  
T. KOIZUMI ◽  
E. YOSHII

1996 ◽  
Vol 37 (11) ◽  
pp. 1885-1888 ◽  
Author(s):  
A.J. Bloodworth ◽  
Brian D Bothwell ◽  
Andrew N Collins ◽  
Nicola L Maidwell

ChemInform ◽  
2010 ◽  
Vol 41 (10) ◽  
Author(s):  
Hanumant B. Borate ◽  
Sangmeshwer P. Sawargave ◽  
Suleman R. Maujan
Keyword(s):  

1998 ◽  
Vol 39 (37) ◽  
pp. 6695-6698 ◽  
Author(s):  
Gebhard Haberhauer ◽  
Rolf Gleiter

1977 ◽  
Vol 42 (6) ◽  
pp. 948-952 ◽  
Author(s):  
David L. Coffen ◽  
David A. Katonak ◽  
Nels R. Nelson ◽  
Fred D. Sancilio
Keyword(s):  

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