6003-05-0Relevant articles and documents
Solvent-freeN-Boc deprotection byex situgeneration of hydrogen chloride gas
De Borggraeve, Wim M.,Gilles, Philippe,Van Mileghem, Seger,Verschueren, Rik H.
supporting information, p. 5782 - 5787 (2021/07/12)
An efficient, scalable and sustainable method for the quantitative deprotection of thetert-butyl carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. We demonstrate theex situgeneration of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas. The solvent-free conditions allow deprotection of a wide variety ofN-Boc derivatives to obtain the hydrochloride salts in quantitative yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.
L-Tryptophan l-tryptophanium chloride
Ghazaryan,Fleck,Petrosyan
, p. 743 - 750 (2015/02/19)
l-Tryptophan l-tryptophanium chloride is a new salt with (A?A+) type dimeric cation. It crystallizes in the monoclinic system (space group P21, Z = 2). The asymmetric unit contains one zwitterionic l-tryptophan molecule, one l-tryptophanium cation and one chloride anion. The dimeric cation is formed by a OH?O hydrogen bond with the O?O distance equal to 2.5556(18) ?. The infrared and Raman spectra of the crystal are studied and compared with the spectra of l-tryptophanium chloride.
Cyclopeptides and polyketides from coral-associated fungus, Aspergillus versicolor LCJ-5-4
Zhuang, Yibin,Teng, Xiancun,Wang, Yi,Liu, Peipei,Wang, Hui,Li, Jing,Li, Guoqiang,Zhu, Weiming
experimental part, p. 7085 - 7089 (2011/10/09)
Three new cyclopentapeptides, versicoloritides A-C (1-3), a new orcinol tetramer, tetraorcinol A (4), and two new lactones, versicolactones A and B (5 and 6) together with three known metabolites, diorcinol, glyantrypine, and cordyol C were isolated from the fermentation broth of the coral-associated fungus Aspergillus versicolor LCJ-5-4. Their structures were elucidated by spectroscopic and chemical methods. The new compounds 1-4 were evaluated for their radical-scavenging activity and antimicrobial activity against Staphylococcus aureus, Escherichia coli, Enterobacter aerogenes, Bacillus subtilis, Pseudomonas aeruginosa, and Candida albicans and cytotoxicity against P388 and Hela cell lines. Compound 4 showed weak radical-scavenging activity against the DPPH radical with an IC50 value of 67 μM.