444010-60-0Relevant academic research and scientific papers
Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
Holmes, Brian T.,Snow, Arthur W.
, p. 12339 - 12342 (2005)
A series of thiol-functionalized organic compounds were selected to analyze the scope and efficiency of a new thioacetate deprotection method using catalytic tetrabutylammonium cyanide (TBACN) to effect the transformation of a thioacetate group to a free thiol in the presence of a protic solvent. Particularly attractive are the mild reaction and workup conditions, reduced byproduct formation typically seen using literature methods and yields of greater than 80% for the free aliphatic thiols. This method is effective on aliphatic thiols with trityl, benzyl, p-halo-benzyl, phenethyl, phenoxyethyl, and cyclohexylethyl structural moieties, but it is not effective with thiophenols.
Thioacetate deprotection
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Sheet 1/2, (2008/06/13)
A method of thioacetate deprotection by providing a compound of the formula R1—S—CO—R2, and reacting the compound with a quaternary ammonium cyanide salt in the presence of a protic solvent in an inert atmosphere to convert the compound to a product of the formula R1—SH. R1 is an organic group in which the bonding to sulfur is through a saturated carbon, and R2 is an aliphatic group.
Ferrocenyl oligo(phenylene-vinylene) thiols for the construction of self-assembled monolayers
Amatore, Christian,Gazard, Stephen,Maisonhaute, Emmanuel,Pebay, Cecile,Schoellhorn, Bernd,Syssa-Magale, Jean-Laurent,Wadhawan, Jay
, p. 4035 - 4042 (2008/03/12)
A short and efficient preparation of conjugated oligo(phenylene-ethylene) thiols bearing redox-active ferrocene moieties is described. While minimising the number of synthetic steps, the proposed strategy permits the development of sets of oligomers with varying chain length. The redox properties of the compounds in solution are determined. Preliminary studies of self-assembled monolayers (SAMs) on gold electrodes are discussed, and indicate that electron transfer through the SAMs is indeed rapid. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Synthesis of radioiodine labeled dibenzyl disulfide for evaluation of tumor cell uptake
Ryu, Eun Kyoung,Choe, Yearn Seong,Byun, Sang Sung,Lee, Kyung-Han,Chi, Dae Yoon,Choi, Yong,Kim, Byung-Tae
, p. 859 - 864 (2007/10/03)
Benzyl 4-halobenzyl and ally benzyl disulfide were synthesized as diallyl disulfide analogues and their tumor growth inhibitory effects on the cancer cells (SNU C5 and MCF-7) were comparable to that of diallyl disulfide, indicating that the disulfide func
