Alloc-L-Ncy(Tmob)-OH | 946524-03-4

• 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: Alloc-L-Ncy(Tmob)-OH
• 英文别名: (2S)-2-(prop-2-enoxycarbonylamino)-2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]acetic acid
• CAS: 946524-03-4
• 化学式: C₁₆H₂₁NO₇S
• 分子量: 371.411
• InChiKey: DEGVLYDVYGRAPU-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Alloc-L-Ncy(Tmob)-OH 、 Fmoc-Thr-OH 、 FMOC-赖氨酸 、 Fmoc-D-苯丙氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成 DPhe-Ncy-Phe-DTrp-Lys-Thr-Ncy-Thr-NH2
  参考文献：
  名称：

  Synthesis of protected norcysteines for SPPS compatible with Fmoc strategy

  摘要：

  We report the synthesis of racemic Alloc-Ncy(Tmob)-OH, the resolution of its methyl ester and demonstrate its application to form a norcystine bridge in octreotide-amide using the Fmoc strategy on solid phase. N-Alloc and S-Tmob protections of norcysteine (Ncy) were found to be a preferred choice for Fmoc strategy over three other protected norcysteines synthesized, that is, Fmoc-Ncy(tBu)-OH, Alloc-Ncy(tBu)-OH, and Alloc-Ncy(Trt)-OH. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.082
• 作为产物：
  描述：

  (RS)-N-<(allyloxy)carbonyl>-α-hydroxyglycine 在 papain 对甲苯磺酸 作用下， 以 甲醇 、 phosphate buffer 、 正己烷 、 乙腈 、 苯 为溶剂， 反应 30.75h， 生成 Alloc-L-Ncy(Tmob)-OH
  参考文献：
  名称：

  Synthesis of protected norcysteines for SPPS compatible with Fmoc strategy

  摘要：

  We report the synthesis of racemic Alloc-Ncy(Tmob)-OH, the resolution of its methyl ester and demonstrate its application to form a norcystine bridge in octreotide-amide using the Fmoc strategy on solid phase. N-Alloc and S-Tmob protections of norcysteine (Ncy) were found to be a preferred choice for Fmoc strategy over three other protected norcysteines synthesized, that is, Fmoc-Ncy(tBu)-OH, Alloc-Ncy(tBu)-OH, and Alloc-Ncy(Trt)-OH. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.082

文献信息

• Synthesis of protected norcysteines for SPPS compatible with Fmoc strategy
  作者：Manoj P. Samant、Jean E. Rivier

  DOI：10.1016/j.tetlet.2007.05.082

  日期：2007.7

  We report the synthesis of racemic Alloc-Ncy(Tmob)-OH, the resolution of its methyl ester and demonstrate its application to form a norcystine bridge in octreotide-amide using the Fmoc strategy on solid phase. N-Alloc and S-Tmob protections of norcysteine (Ncy) were found to be a preferred choice for Fmoc strategy over three other protected norcysteines synthesized, that is, Fmoc-Ncy(tBu)-OH, Alloc-Ncy(tBu)-OH, and Alloc-Ncy(Trt)-OH. (C) 2007 Elsevier Ltd. All rights reserved.