(R)-1-{(2S,3S)-2-[{(S)-2-[1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-3-phenyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester | 342028-93-7

• 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: (R)-1-{(2S,3S)-2-[{(S)-2-[1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-3-phenyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2R)-1-[(2S,3S)-2-[[(2S)-2-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]-3-phenylpropyl]-(2-nitrophenyl)sulfonylamino]-3-methylpentanoyl]pyrrolidine-2-carboxylate
• CAS: 342028-93-7
• 化学式: C₄₀H₅₄N₄O₉S
• 分子量: 766.956
• InChiKey: IRVVMFDBIGLQOX-CDSGIBHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  54
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  184
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (R)-1-{(2S,3S)-2-[{(S)-2-[1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-3-phenyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 (R)-1-{(2S,3S)-2-[((S)-2-Amino-3-phenyl-propyl)-(2-nitro-benzenesulfonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin

  摘要：

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00049-x
• 作为产物：
  描述：

  (2S,3S)-3-Methyl-2-(2-nitro-benzenesulfonylamino)-pentanoic acid 在 吡啶 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 (R)-1-{(2S,3S)-2-[{(S)-2-[1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-3-phenyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin

  摘要：

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00049-x

文献信息

• The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin
  作者：Peter J Murray、Michael Kranz、Mark Ladlow、Stephen Taylor、Frédéric Berst、Andrew B Holmes、Kenneth N Keavey、Albert Jaxa-Chamiec、Peter W Seale、Paul Stead、Richard J Upton、Simon L Croft、William Clegg、Mark R.J Elsegood

  DOI：10.1016/s0960-894x(01)00049-x

  日期：2001.3

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.