tert-butyl N-(2-cyanoethyl)-N-[4-[[4-[[4-[formyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]carbamate | 392230-84-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl N-(2-cyanoethyl)-N-[4-[[4-[[4-[formyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]carbamate
• CAS: 392230-84-1
• 化学式: C₃₂H₄₀N₈O₈
• 分子量: 664.718
• InChiKey: XSRJPRKMJHOOER-UHFFFAOYSA-N

物化性质

• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  190
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl N-(2-cyanoethyl)-N-[4-[[4-[[4-[formyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]carbamate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以50%的产率得到4-({4-[(4-tert-butoxycarbonylamino-1-methyl-1H-pyrrole-2-carbonyl)amino]-1-methyl-1H-pyrrole-2-carbonyl}amino)-1-methyl-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Syntheses of brostallicin starting from distamycin A

  摘要：

  Two syntheses of brostallicin, a DNA minor groove binder now undergoing phase II studies, starting from distamycin A are described. One approach is based upon the selective hydrolysis via imide activation of the C-terminus amide. Besides employing traditional solution-phase synthesis, the convenient use of a polymer-supported reagent is also discussed. The other one is based upon the Curtius rearrangement of the C-terminus side chain of a convenient intermediate, easily prepared in two steps by straightforward functional group manipulation of distamycin A. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01733-1
• 作为产物：
  描述：

  偏端霉素A盐酸盐 在 4-二甲氨基吡啶 、 sodium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.75h， 生成 tert-butyl N-(2-cyanoethyl)-N-[4-[[4-[[4-[formyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]carbamate
  参考文献：
  名称：

  Syntheses of brostallicin starting from distamycin A

  摘要：

  Two syntheses of brostallicin, a DNA minor groove binder now undergoing phase II studies, starting from distamycin A are described. One approach is based upon the selective hydrolysis via imide activation of the C-terminus amide. Besides employing traditional solution-phase synthesis, the convenient use of a polymer-supported reagent is also discussed. The other one is based upon the Curtius rearrangement of the C-terminus side chain of a convenient intermediate, easily prepared in two steps by straightforward functional group manipulation of distamycin A. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01733-1

文献信息

• Process for preparing distamycin derivatives
  申请人：——

  公开号：US20040029810A1

  公开（公告）日：2004-02-12

  Herewith provided is a process for preparing useful intermediates in the preparation of distamycin derivatives possessing antitumor activity, said derivatives having the formula reported in the specification, by using distamycin A as the starting material.

  下面提供一种制备具有抗肿瘤活性的二聚霉素衍生物中间体的方法，该衍生物具有规范中报告的公式，该方法使用二聚霉素A作为起始材料。