Evidence map›Paper›PMID 30121415›Full record

ArticleCarbohydrate research2018

Synthesis of protected glucose derivatives from levoglucosan by development of common carbohydrate protecting group reactions under continuous flow conditions.

Keevan C Marion, Zachary Wooke, Nicola L B Pohl

Abstract read
In one paragraph

Article in Carbohydrate research, 2018. 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. Article
  3. 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

3 authors.

Keevan C MarionDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, United States.
Zachary WookeDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, United States.
Nicola L B PohlDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, United States. Electronic address: npohl@indiana.edu.

Funding

Sugar Building Blocks and Automated Synthesis of Biomedically-Relevant GlycansU01GM116248 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI POHL, NICOLA L. B. · 2015 to 2019
$2.7M
NIGMS NIH HHS U01 GM116248
6 · The paper itself

Abstract

Common carbohydrate protecting group reactions under continuous flow processes are reported in the context of producing partially-protected glucose building blocks from levoglucosan. Benzyl ether protection was demonstrated without the use of NaH using barium oxide, which, however, pointed to the need for forms of this catalyst not as susceptible to close packing under flow. Acylation conditions were developed under continuous flow in acetonitrile and avoiding pyridine. Ring-opening the derivatized levoglucosan with propanethiol was also demonstrated producing S-alkyl 2,4-di-O-benzyl-glucopyranoside building block in 2 rather than 12 steps in increased overall yield.

Indexed as

AcylationChemistry Techniques, SyntheticGlucose1,6-anhydro-beta-glucopyranoseGlucoseContinuous flow processGlucose building blocksGreen solventLevoglucosan

Identifiers

PMID30121415
PMCPMC6615043

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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.