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2‐[(4 <scp> <i>S</i> </scp> )‐4‐(1,1‐Dimethylethyl)‐4,5‐dihydro‐2‐oxazolyl]‐pyridine and 2‐[(4 <scp> <i>R</i> </scp> )‐4‐(1,1‐Dimethylethyl)‐4,5‐dihydro‐2‐oxazolyl]‐pyridine

2021· other· en· W4250666019 on OpenAlexaff
Jérôme Lacour, Martina Austeri, Samuel Lauzon, Thierry Ollevier

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2021
Typeother
Languageen
FieldChemistry
TopicChemical Reaction Mechanisms
Canadian institutionsUniversité Laval
Fundersnot available
KeywordsPyridineChemistryMedicinal chemistryStereochemistryNuclear chemistry

Abstract

fetched live from OpenAlex

2-[(4S)-4-(1,1-Dimethylethyl)-4,5-dihydro-2-oxazolyl]-pyridine [117408-98-7] C12H16N2O (MW 238.09) InChI = 1S/C12H16N2O/c1-12(2,3)10-8-15-11(14-10)9-6-4-5-7-13-9/h4-7,10H,8H2,1-3H3/t10-/m1/s1 InChIKey = JDOAIDZRVWJBEG-SNVBAGLBSA-N 2-[(4R)-4-(1,1-Dimethylethyl)-4,5-dihydro-2-oxazolyl]-pyridine [242482-28-6] C12H16N2O (MW 204.13) InChI = 1S/C12H16N2O/c1-12(2,3)10-8-15-11(14-10)9-6-4-5-7-13-9/h4-7,10H,8H2,1-3H3/t10-/m0/s1 InChIKey = JDOAIDZRVWJBEG-JTQLQIEISA-N (chiral ligands for enantiocontrol of metal-catalyzed reactions) Physical Data: [α]20D −69.88 (c 20.25, PhMe), mp 69 °C, bp 125–135 °C/0.1 Torr. Form Supplied in: white solid. Preparative Methods: the reaction of pyridine carboximidate with (S)-tert-leucinol at 60 °C in the presence of concentrated HCl provides 2-[(4S)-4-(1,1-dimethylethyl)-4,5-dihydro-2-oxazolyl]-pyridine in 72% yield (eq 1).1 (1) Purity: purified by recrystallization from petroleum ether. Handling, Storage, and Precaution: stable at ambient temperature.

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)0.002
metaresearch head score (Gemma)0.027
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMetaresearch, Meta-epidemiology (narrow), Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesMeta-epidemiology (narrow), Research integrity
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.131
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0020.027
Meta-epidemiology (narrow)0.0040.004
Meta-epidemiology (broad)0.0060.002
Bibliometrics0.0010.002
Science and technology studies0.0010.001
Scholarly communication0.0000.000
Open science0.0030.002
Research integrity0.0050.003
Insufficient payload (model declined to judge)0.0150.001

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 head0.010
GPT teacher head0.231
Teacher spread0.221 · 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; both teacher heads agree on what is shown here.

Study designNot applicable
Domainnot available
GenreOther

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

Citations0
Published2021
Admission routes1
Has abstractyes

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