129058-50-0Relevant articles and documents
A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid] from 1,4-benzoquinone
Ciuffreda, Pierangela,Casati, Silvana,Meroni, Giuseppe,Santaniello, Enzo
, p. 5893 - 5897 (2013)
A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid], the oxidative product of luciferin, has been realized starting from 1,4-benzoquinone. Reaction of this compound with l-cysteine ethyl ester, followed by an oxidation-cyclization step afforded 2-carbethoxy-6-hydroxybenzothiazole that was in situ hydrolyzed and decarboxylated to 6-hydroxybenzothiazole. The tert-butyl(dimethyl)silyl ether of this key intermediate was subjected to α-lithiation followed by formylation with DMF, and the resulting aldehyde condensed with l-cysteine ethyl ester. Dehydrogenation of the intermediate thiazolidine followed by deprotection afforded dehydroluciferin in 35% overall yield from 1,4-benzoquinone (69% from 6-hydroxybenzothiazole).
A fluorescent probe for rapid aqueous fluoride detection and cell imaging
Ke, Bowen,Chen, Weixuan,Ni, Nanting,Cheng, Yunfeng,Dai, Chaofeng,Dinh, Hieu,Wang, Binghe
supporting information, p. 2494 - 2496 (2013/04/23)
A stable and highly selective fluorescent probe has been designed and synthesized for the rapid detection of fluoride ions (F-) in aqueous solution and living cells. The design was based on the high reactivity of F - toward a silyl g
Synthesis of 6-Hydroxybenzothiazole-2-carboxylic Acid
Loewik, Dennis W. P. M.,Tisi, Lawrence C.,Murray, James A. H.,Lowe, Christopher R.
, p. 1780 - 1783 (2007/10/03)
The synthesis of 6-hydroxybenzothiazole-2-carboxylic acid (1) is presented. The benzothiazole ring was obtained by ring contraction of a remarkably stable 2-alkoxy-7-hydroxy-2H-benzo[1,4]thiazine intermediate that could be isolated. 6-Hydroxybenzothiazole
