Evidence map›Paper›PMID 37232572›Full record

ArticleOrganic letters2023

5-Chloro-8-nitro-1-naphthoyl (NNap): A Selective Protective Group for Amines and Amino Acids.

Asmaa Habib, José J Garrido-González, Estela Sánchez-Santos, Irene Boya Del Teso, Francisca Sanz, Victoria Alcázar, Ángel L Fuentes de Arriba, Joaquín R Morán

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. Unusual Rearrangement of a 1,8-Naphthalene Derivative.The Journal of organic chemistry · 2025
    Article
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

8 authors.

Asmaa HabibOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
José J Garrido-GonzálezOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
Estela Sánchez-SantosOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
Irene Boya Del TesoOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
Francisca SanzX-Ray Diffraction Service, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
Victoria AlcázarEnvironmental and Industrial Chemical Engineering Department, Polytechnic University of Madrid, C/José Gutiérrez Abascal, 2, Madrid 28006, Spain.
Ángel L Fuentes de ArribaOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.
Joaquín R MoránOrganic Chemistry Department, University of Salamanca, Plaza de los Caídos s/n, Salamanca 37008, Spain.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The synthesis of 5-chloro-8-nitro-1-naphthoyl chloride and its use as a protective group for amines is described. Protection is carried out with an auxiliary amine or under mild Schotten-Baumann conditions in high yield (>86%), while deprotection can be achieved easily under gentle reducing conditions due to the large steric tension between C-1 and C-8 naphthalene substituents. The reaction has been successfully tested in dipeptide synthesis and amino alcohols protection, and it has proved selective for the ε-amine group of lysine.

Indexed as

AminesAmino AcidsAmino AlcoholsDipeptidesLysineAminesAmino AcidsAmino AlcoholsDipeptidesLysine

Identifiers

PMID37232572
PMCPMC10262267

What OpenQuestion 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 OpenQuestion graph.