42116-46-1Relevant academic research and scientific papers
Synthetic and structural studies on 1,2,4-dithiazolidine-3,5-dione derivatives
Wood, Mark E.,Cane-Honeysett, Daniel J.,Dowle, Michael D.,Coles, Simon J.,Hursthouse, Michael B.
, p. 3015 - 3023 (2007/10/03)
Methods have been developed for the N-alkylation of 1,2,4-dithiazolidine-3,5-dione 2 and the subsequent conversion of the N-alkylated derivatives into isocyanates 5. An extension of this methodology onto a solid-support is also reported. X-ray crystallographic analysis has been carried out on potassium 1,2,4-dithiazolidine-3,5-dione 3 for structural comparison with the parent heterocycle 2.
1,2,4-Dithiazolidine-3,5-dione: A nucleophilic isocyanate 'building block'
Cane-Honeysett,Dowle,Wood
, p. 1622 - 1624 (2007/10/03)
Mild conditions are described for the direct N-alkylation of 1,2,4-dithiazolidine-3,5-dione 1 using a variety of alkyl halides with subsequent conversion of the products 2 into alkyl isocyanates using triphenylphosphine.
3-Alkoxycarbonyl-2-oxazolones and Their Homopolymers as Highly Preservable Amino-Protecting Reagents. tert-Butoxy-carbonylation and Benzyloxycarbonylation of Amino Groups
Kunieda, Takehisa,Higuchi, Tsunehiko,Abe, Yoshihiro,Hirobe, Masaaki
, p. 2174 - 2181 (2007/10/02)
Highly preservable amino protecting reagents derived from the 2-oxazolone moiety as a common activating mediator have been developed. 3-Alkoxycarbonyl-2-oxazolones serve as easily handled reagents for amino protection, including tert-butoxycarbonylation, benzyloxycarbonylation, p-methoxybenzyloxycarbonylation, methoxycarbonylation and ethoxycarbonylation.For example, high yield N-protection of α-amino acids has been smoothly performed by the use of 3-tert-butoxycarbonyl and 3-benzyloxycarbonyl-2-oxazolones in aqueous solution at room temperature.A series of homopolymers, poly(3-alkoxycarbonyl-2-oxazolone), is readily obtainable by radical-initiated chain reaction of the corresponding 4,5-unsubstituted oxazolone monomers (except for the tert-butoxy derivate, which failed to give polymeric compounds), and these were successfully used for amino protection as well.Use of the polymer reagents greatly simplifies the purification procedure, though a longer reaction time is required.Keywords - 3-alkoxycarbonyl-2-oxazolone; poly(2-alkoxycarbonyl-2-oxazolone); 3-tert-butoxycarbonyl-2-oxazolone; 3-benzyloxycarbonyl-2-oxazolone; amino protection
