Evidence map›Paper›PMID 37607396›Full record

ArticleThe Journal of organic chemistry2023

Multicomponent Synthesis of the SARS-CoV-2 Main Protease Inhibitor Nirmatrelvir.

H Daniel Preschel, Ruben T Otte, Ying Zhuo, Rebecca E Ruscoe, Ashleigh J Burke, Rachel Kellerhals, Brendan Horst, Sven Hennig, Elwin Janssen, Anthony P Green and 2 more

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

3 citing papers in PubMed.

  1. Article
  2. Review
  3. Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

12 authors.

H Daniel PreschelDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.
Ruben T OtteDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.
Ying ZhuoDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester M1 7DN, United Kingdom.
Rebecca E RuscoeDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester M1 7DN, United Kingdom.ORCID 0000-0002-9433-7741
Ashleigh J BurkeDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester M1 7DN, United Kingdom.
Rachel KellerhalsDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.
Brendan HorstDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.
Sven HennigDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.ORCID 0000-0002-8297-6845
Elwin JanssenDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.
Anthony P GreenDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester M1 7DN, United Kingdom.ORCID 0000-0003-0454-1798
Nicholas J TurnerDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester M1 7DN, United Kingdom.ORCID 0000-0002-8708-0781
Eelco RuijterDepartment of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.ORCID 0000-0002-1105-3947

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

In the wake of the Covid-19 pandemic, it has become clear that global access to efficacious antiviral drugs will be critical to combat future outbreaks of SARS-CoV-2 or related viruses. The orally available SARS-CoV-2 main protease inhibitor nirmatrelvir has proven an effective treatment option for Covid-19, especially in compromised patients. We report a new synthesis of nirmatrelvir featuring a highly enantioselective biocatalytic desymmetrization (>99% ee) and a highly diastereoselective multicomponent reaction (>25:1 dr) as the key steps. Our route avoids the use of transition metals and peptide coupling reagents, resulting in an overall highly efficient and atom-economic process.

Indexed as

COVID-19Coronavirus 3C ProteasesHumansLactamsLeucineNitrilesPandemicsSARS-CoV-23C-like proteinase, SARS-CoV-2Coronavirus 3C ProteasesLactamsLeucineNitriles

Identifiers

PMID37607396
PMCPMC10476182

What Socratic holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.