Synthesis of Unnatural Selenocystines and β-Aminodiselenides via Regioselective Ring-Opening of Sulfamidates Using a Sequential, One-Pot, Multistep Strategy
作者:Nasir Baig Rashid Baig、R. N. Chandrakala、V. Sai Sudhir、Srinivasan Chandrasekaran
DOI:10.1021/jo1001388
日期:2010.5.7
high yield from sulfamidates under mild reaction conditions using potassium selenocyanate and benzyltriethylammonium tetrathiomolybdate ([BnNEt3]2MoS4) in a sequential, one-pot, multistep reaction. The tolerance of multifarious protecting groups under the reaction conditions is discussed. The methodology was successfully extended to the synthesis of selenocystine, 3,3′-dialkylselenocystine, and 3,3′-
在一个连续的,一锅多步的多步反应中,使用硒氰酸钾和四硫代钼酸苄基三乙铵([BnNEt 3 ] 2 MoS 4),在温和的反应条件下,由氨基磺酸盐高产率地合成了各种N-烷基-β-氨基二硒化物。讨论了反应条件下多种保护基的耐受性。该方法已成功扩展到硒代胱氨酸,3,3'-二烷基硒代胱氨酸和3,3'-二苯基异硒代胱氨酸的合成及其直接掺入肽中。