Synthesis of photoaffinity derivatives of adenophostin A

M de Kort, J Luijendijk, GA van der Marel…

Index: De Kort, Martin; Luijendijk, Jaco; Van Der Marel, Gijs A.; Van Boom, Jacques H. European Journal of Organic Chemistry, 2000 , # 17 p. 3085 - 3092

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Citation Number: 16

Abstract

Abstract Photoaffinity derivatives 7 and 8 of adenophostin A, modified at the 5′-and 1′- positions, were prepared by a chemoselective reaction of the aminophostins 15 and 30 with N-succinimidyl p-benzoyl-2, 3-dihydrocinnamate (p-benzoyldihydrocinnamoyl-N- hydroxysuccinimide; BZDC-NHS, 21). The latter compound was prepared by Heck coupling of 4-iodobenzophenone (16) with methyl acrylate.