(S)-6-Benzyloxycarbonylamino-2-[(R)-2-[(S)-2-(5-tert-butoxycarbonylamino-pentanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoic acid 9H-fluoren-9-ylmethyl ester | 757967-74-1

• 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: (S)-6-Benzyloxycarbonylamino-2-[(R)-2-[(S)-2-(5-tert-butoxycarbonylamino-pentanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoic acid 9H-fluoren-9-ylmethyl ester
• CAS: 757967-74-1
• 化学式: C₅₈H₆₆N₆O₁₀
• 分子量: 1007.2
• InChiKey: LHPFLLIUAGBYIU-JFDROPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.26
• 重原子数：
  74.0
• 可旋转键数：
  24.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  226.28
• 氢给体数：
  7.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-6-Benzyloxycarbonylamino-2-[(R)-2-[(S)-2-(5-tert-butoxycarbonylamino-pentanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoic acid 9H-fluoren-9-ylmethyl ester 在 1,2-乙二硫醇 、 三氟乙酸 、 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 {4-[(3S,6R,9S)-9-(4-Hydroxy-benzyl)-6-(1H-indol-3-ylmethyl)-2,5,8,11-tetraoxo-1,4,7,10-tetraaza-cyclopentadec-3-yl]-butyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Design and synthesis of novel type somatostatin analogs with antiproliferative activities on A431 tumor cells

  摘要：

  It was reported that the somatostatin analog TT-232, D-Phe-c(Cys-Tyr-D-Trp-Lys-Cys)-Thr-NH2, exhibited a highly potent antitumor activity in vitro and in vivo. Using pyrazinone analogs and aliphatic amino acids instead of the disulfide bond, we prepared novel type somatostatin analogs including the sequence essential for antitumor activities, Tyr-D-Trp-Lys. These analogs exhibited antiproliferative effect on A431 tumor cells. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.105
• 作为产物：
  描述：

  N-Boc-N'-Cbz-L-赖氨酸 在 盐酸 、 4-二甲氨基吡啶 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-6-Benzyloxycarbonylamino-2-[(R)-2-[(S)-2-(5-tert-butoxycarbonylamino-pentanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Design and synthesis of novel type somatostatin analogs with antiproliferative activities on A431 tumor cells

  摘要：

  It was reported that the somatostatin analog TT-232, D-Phe-c(Cys-Tyr-D-Trp-Lys-Cys)-Thr-NH2, exhibited a highly potent antitumor activity in vitro and in vivo. Using pyrazinone analogs and aliphatic amino acids instead of the disulfide bond, we prepared novel type somatostatin analogs including the sequence essential for antitumor activities, Tyr-D-Trp-Lys. These analogs exhibited antiproliferative effect on A431 tumor cells. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.105