Separating the isomers—Efficient synthesis of the N-hydroxysuccinimide esters of 5 and 6-carboxyfluorescein diacetate and 5 and 6-carboxyrhodamine B

[Display omitted] Diacetate protection of 5 and 6-carboxyfluorescein followed by synthesis of the N-hydroxysuccinimide esters allowed ready separation of the two isomers on a multi-gram scale. The 5 and 6-carboxyrhodamine B N-hydroxysuccinimide esters were also readily synthesised and separated.

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2014-07, Vol.24 (14), p.3186-3188
Main Authors: Brunet, Aurélie, Aslam, Tashfeen, Bradley, Mark
Format: Article
Language:English
Subjects:
5-Carboxyfluorescein
Carboxyfluorescein diacetate
Esters - chemical synthesis
Esters - isolation & purification
Fluoresceins - chemistry
Molecular Structure
N-Hydroxysuccinimide ester
Rhodamine B
Rhodamines - chemistry
Stereoisomerism
Succinimides - chemical synthesis
Succinimides - isolation & purification
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Description
Summary:[Display omitted] Diacetate protection of 5 and 6-carboxyfluorescein followed by synthesis of the N-hydroxysuccinimide esters allowed ready separation of the two isomers on a multi-gram scale. The 5 and 6-carboxyrhodamine B N-hydroxysuccinimide esters were also readily synthesised and separated.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2014.04.090