1,4-bis-(benzyloxycarbonylamino)-1,4-cyclohexanedicarboxylic acid | 896473-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis-(benzyloxycarbonylamino)-1,4-cyclohexanedicarboxylic acid
• 英文别名: trans-1,4-di(benzyloxycarbonylamino)cyclohexane-1,4-dicarboxylic acid
• CAS: 896473-00-0
• 化学式: C₂₄H₂₆N₂O₈
• 分子量: 470.479
• InChiKey: YAHMDUQSNRZZCX-RQNOJGIXSA-N

反应信息

• 作为反应物：
  描述：

  1,4-bis-(benzyloxycarbonylamino)-1,4-cyclohexanedicarboxylic acid 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、68.95 kPa 条件下， 反应 49.5h， 生成 1,4-diamino-1,4-dimethoxycarbonyl-cyclohexane
  参考文献：
  名称：

  Synthesis and DNA binding studies of bis-intercalators with a novel spiro-cyclic linker

  摘要：

  Threading polyintercalation has been demonstrated as a unique DNA binding mode in which a polyintercalating moiety threads back and forth through the DNA double helix. This binding topology necessitates linkers residing in both the minor and major grooves in an alternating fashion. In the present work, two novel, rigid, cis and trans oriented spiro-cyclic linkers were synthesized as potential groove binding elements in the context of threading bis-intercalation. Analysis of dissociation kinetics indicated that the cis oriented dimer has dramatically slower dissociation from poly(dGdC) and calf thymus (CT) DNA compared to the trans oriented dimer and a linear dimer control. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.038
• 作为产物：
  描述：

  1,3,9,11-tetraaza-dispiro[4.2.4.2]tetradecane-2,4,10,12-tetraone 在 sodium hydroxide 、 三甲基氯硅烷 、 二异丙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 1,4-bis-(benzyloxycarbonylamino)-1,4-cyclohexanedicarboxylic acid
  参考文献：
  名称：

  Synthesis and DNA binding studies of bis-intercalators with a novel spiro-cyclic linker

  摘要：

  Threading polyintercalation has been demonstrated as a unique DNA binding mode in which a polyintercalating moiety threads back and forth through the DNA double helix. This binding topology necessitates linkers residing in both the minor and major grooves in an alternating fashion. In the present work, two novel, rigid, cis and trans oriented spiro-cyclic linkers were synthesized as potential groove binding elements in the context of threading bis-intercalation. Analysis of dissociation kinetics indicated that the cis oriented dimer has dramatically slower dissociation from poly(dGdC) and calf thymus (CT) DNA compared to the trans oriented dimer and a linear dimer control. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.038

文献信息

• Synthesis of Conformationally Constrained Diaminodicarboxylic Acid Derivatives
  作者：Robin A. Weatherhead、Michael D. Carducci、Eugene A. Mash

  DOI：10.1021/jo901892d

  日期：2009.11.20

  Functionally protected forms of three conformationally constrained diaminodicarboxylic acids were synthesized and characterized. 2,2'-Diaminospiro[3.3]heptane-2,2'-dicarboxylic acid, an analogue of diaminopimelic acid, was prepared in racemic form and the structure established by X-ray crystallographic analysis of the methyl ester hydrochloride. trans-1,4-Diaminocyclohexane-1,4-dicarboxylic acid was prepared and its structure established by X-ray crystallographic analysis of the corresponding Cbz-protected ethyl ester. cis- and trans-2,6-diamino-1,2,3,5,6,7-hexahydro-s-indacene-2,6-dicarboxylic acids were synthesized and the structures assigned by X-ray crystallographic analysis of the corresponding Boc-protected ethyl ester and Cbz-protected ethyl ester, respectively.