MétaCan
Menu
Back to cohort
Record W1994862593 · doi:10.1002/jlcr.1146

Practical [<sup>14</sup>C]‐synthesis of molecules containing an acetic acid moiety: application to [<sup>14</sup>C]‐labeled DP1 antagonists

2006· article· en· W1994862593 on OpenAlexaff
Carl Berthelette, Zhaoyin Wang

Bibliographic record

VenueJournal of Labelled Compounds and Radiopharmaceuticals · 2006
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsMerck Canada Inc. (Canada)
Fundersnot available
KeywordsChemistryNitrileAlcoholMoietyHydrolysisAcid hydrolysisYield (engineering)Acetic acidNucleophilic substitutionDiastereomerChemical synthesisAldehydeSodium thiosulfateOrganic chemistryStereochemistry

Abstract

fetched live from OpenAlex

Abstract Efficient carbon‐14 labeling of four potent and selective DP1 antagonists is reported. The synthetic sequence began with α‐hydroxylation, reduction of an ester, followed by oxidative diol cleavage and aldehyde reduction. The resulting alcohol 4 was converted to a mesylate then nucleophilic substitution with [ 14 C]‐sodium cyanide was performed to yield a nitrile, which upon basic hydrolysis provided the carbon‐14 labeled acid 1 . Compound 2 was obtained from the same alcohol intermediate 4 and two diastereomeric compounds 6 and 7 were easily prepared from compound 2 . Carbon‐14 synthesis of compounds 1 , 2 , 6 and 7 were achieved in good yields, high radiochemical purity (&gt;99%) and with high specific activity (45 mCi/mmol). Copyright © 2006 John Wiley &amp; Sons, Ltd.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.167
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.023
GPT teacher head0.336
Teacher spread0.313 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations9
Published2006
Admission routes1
Has abstractyes

Explore more

Same venueJournal of Labelled Compounds and RadiopharmaceuticalsSame topicCatalytic Cross-Coupling ReactionsFrench-language works237,207