Pirrung M C, Pansare S V
Department of Chemistry, Levine Science Research Center, Duke University, Durham, North Carolina 27708-0317, USA.
J Comb Chem. 2001 Jan-Feb;3(1):90-6. doi: 10.1021/cc000072m.
Trityl isothiocyanate resin [1], prepared from commercially available trityl chloride resin, is a useful precursor of the trityl thiosemicarbazide resin [2]. This resin can be employed in the solid-phase synthesis of a variety of supported isatin beta-thiosemicarbazones [4] and their Mannich derivatives [6]. A variety of thioureas [7] can be easily prepared by the reaction of [1] with amines. The supported thioureas are directly and efficiently converted to 2-aminothiazole-5-carboxylates [8] by reaction with methyl 2-chloroacetoacetate.
异硫氰酸三苯甲基树脂[1]由市售的三苯甲基氯树脂制备而成，是三苯甲基硫代氨基脲树脂[2]的一种有用前体。该树脂可用于多种负载型异吲哚酮β-硫代氨基脲[4]及其曼尼希衍生物[6]的固相合成。通过[1]与胺反应可轻松制备多种硫脲[7]。负载型硫脲通过与2-氯乙酰乙酸甲酯反应可直接且高效地转化为2-氨基噻唑-5-羧酸盐[8]。
