Z-Val-Dil-Dap-(R)-Doe | 159248-99-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Z-Val-Dil-Dap-(R)-Doe
• CAS: 159248-99-4
• 化学式: C₄₃H₆₁N₅O₇S
• 分子量: 792.053
• InChiKey: VVWWWVDTADGFCF-MWKNCIJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  56.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  139.4
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Z-Val-Dil-Dap-(R)-Doe 在 氢溴酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 2.0h， 以94%的产率得到Val-Dil-Dap-(R)-Doe*HBr
  参考文献：
  名称：

  Synthése de la dolastatine 10 et de la [R-doe]-dolastatine 10

  摘要：

  A stepwise synthesis of dolastatin 10 starting from the dolaphenine residue is described. The chiral dola isoleuine and dolaproine residues were obtained by 5-step procedures from the corresponding N-Boc amino acid. The key steps are respectively the NaBH4 reduction of an allylic ketone and the addition of an achiral Z-crotylboronate on the N-Boc-L-prolinal. Peptidic couplings were efficiently realised with reagents developed in the laboratory.

  DOI：

  10.1016/s0040-4020(01)80692-x
• 作为产物：
  描述：

  N-(tert-Butoxycarbonyl)-dolaproinyl-(6R)-dolaphenine 在 bromo-tris-dimethylamino-phosphonium hexafluorophosphate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 Z-Val-Dil-Dap-(R)-Doe
  参考文献：
  名称：

  Synthése de la dolastatine 10 et de la [R-doe]-dolastatine 10

  摘要：

  A stepwise synthesis of dolastatin 10 starting from the dolaphenine residue is described. The chiral dola isoleuine and dolaproine residues were obtained by 5-step procedures from the corresponding N-Boc amino acid. The key steps are respectively the NaBH4 reduction of an allylic ketone and the addition of an achiral Z-crotylboronate on the N-Boc-L-prolinal. Peptidic couplings were efficiently realised with reagents developed in the laboratory.

  DOI：

  10.1016/s0040-4020(01)80692-x