Gram-Scale Laboratory Synthesis of TC AC 28, a High-Affinity BET Bromodomain Ligand

Raysa Khan; Graham Marsh; Robert Felix; Paul D. Kemmitt; Matthias G. J. Baud; Alessio Ciulli; John Spencer

doi:10.1021/acsomega.7b00780

Gram-Scale Laboratory Synthesis of TC AC 28, a High-Affinity BET Bromodomain Ligand

Raysa Khan, Graham Marsh, Robert Felix, Paul D. Kemmitt, Matthias G. J. Baud, Alessio Ciulli, John Spencer (Lead / Corresponding author)

Biological Chemistry and Drug Discovery

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

179 Downloads (Pure)

Abstract

TC AC 28, 6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester, has been synthesized on a near-gram scale in seven steps with notable improvements in the reported poor-yielding last two steps enabling this key chemical probe compound to be available for researchers.

Original language	English
Pages (from-to)	4328-4332
Number of pages	5
Journal	ACS Omega
Volume	2
Issue number	8
Early online date	8 Aug 2017
DOIs	https://doi.org/10.1021/acsomega.7b00780
Publication status	Published - Aug 2017

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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10.1021/acsomega.7b00780Licence: CC BY

Final Published VersionFinal published version, 776 KBLicence: CC BY

Cite this

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title = "Gram-Scale Laboratory Synthesis of TC AC 28, a High-Affinity BET Bromodomain Ligand",

abstract = "TC AC 28, 6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester, has been synthesized on a near-gram scale in seven steps with notable improvements in the reported poor-yielding last two steps enabling this key chemical probe compound to be available for researchers.",

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journal = "ACS Omega",

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AU - Khan, Raysa

AU - Marsh, Graham

AU - Felix, Robert

AU - Kemmitt, Paul D.

AU - Baud, Matthias G. J.

AU - Ciulli, Alessio

AU - Spencer, John

PY - 2017/8

Y1 - 2017/8

N2 - TC AC 28, 6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester, has been synthesized on a near-gram scale in seven steps with notable improvements in the reported poor-yielding last two steps enabling this key chemical probe compound to be available for researchers.

AB - TC AC 28, 6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester, has been synthesized on a near-gram scale in seven steps with notable improvements in the reported poor-yielding last two steps enabling this key chemical probe compound to be available for researchers.

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U2 - 10.1021/acsomega.7b00780

DO - 10.1021/acsomega.7b00780

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Gram-Scale Laboratory Synthesis of TC AC 28, a High-Affinity BET Bromodomain Ligand

Abstract

ASJC Scopus subject areas

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A Systems Approach for the Fragment-based Development of Selective Chemical Probes of Bromodomain Function (joint with University of Oxford)

Dissecting and Exploiting Molecular Recognition at Protein-Protein Interfaces (David Phillips Fellowship)

Cite this

Gram-Scale Laboratory Synthesis of TC AC 28, a High-Affinity BET Bromodomain Ligand

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Projects

A Systems Approach for the Fragment-based Development of Selective Chemical Probes of Bromodomain Function (joint with University of Oxford)

Dissecting and Exploiting Molecular Recognition at Protein-Protein Interfaces (David Phillips Fellowship)

Cite this