Methyl 2-methyl-2-(methylamino)propanoate hydrochloride | 242468-73-1

• 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: Methyl 2-methyl-2-(methylamino)propanoate hydrochloride
• 英文别名: methyl 2-methyl-2-(methylamino)propanoate;hydrochloride
• CAS: 242468-73-1
• 化学式: C₆H₁₃NO₂*ClH
• 分子量: 167.636
• InChiKey: PATXMMZDYSRPIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.86
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-methyl-2-(methylamino)propanoate hydrochloride 在 molecular sieve 作用下， 以 二氯甲烷 为溶剂， 生成 2-{[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  肽合成中的Fmoc氨基酸氟化物—将方法扩展到极度受阻的氨基酸

  摘要：

  发现Fmoc氨基酸氟化物特别适用于采用酰化步骤之前用双（三甲基甲硅烷基）乙酰胺处理的新策略，极度阻碍氨基酸的偶联。

  DOI：

  10.1016/0040-4039(96)01160-4

文献信息

• Succinoylamino hydroxyethylamino sulfonyl urea derivatives useful as retroviral protease inhibitors
  申请人：G.D. Searle & Co.

  公开号：US06337398B1

  公开（公告）日：2002-01-08

  Succinoylamino hydroxyethylamino sulfonyl urea derivatives of the formula: wherein the substituents are as defined in the specification, are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.

  丁酰氨基羟基乙氨基磺酰脲衍生物的公式如下： 其中，取代基的定义如说明书所述，这些衍生物作为逆转录病毒蛋白酶抑制剂是有效的，尤其是作为HIV蛋白酶的抑制剂。
• Protected amino acid chlorides vs protected amino acid fluorides: Reactivity comparisons
  作者：Louis A. Carpino、Dumitru Ionescu、Ayman El-Faham、Petra Henklein、Holger Wenschuh、Michael Bienert、Michael Beyermann

  DOI：10.1016/s0040-4039(97)10504-4

  日期：1998.1

  Although Fmoc amino acid fluorides are excellent reagents for coupling of moderately hindered amino acids (e.g., Aib-to-Aib) they are not suited for significantly more hindered systems (e.g., Aib-to-MeAib). While urethane-protected acid chlorides are inherently more reactive than the fluorides they are also ineffective for hindered systems due to competing oxazolone formation. This limitation is by-passed

  尽管Fmoc氨基酸氟化物是用于中度受阻氨基酸（例如，Aib至Aib）偶联的出色试剂，但它们不适用于受阻较大的系统（例如，Aib至MeAib）。尽管氨基甲酸酯保护的酰氯固有地比氟化物具有更高的反应性，但由于恶唑酮的竞争形成，它们对受阻体系也无效。如果通过芳烃磺酰基保护取代了氨基甲酸酯保护，并且通过适当的酰氯（而不是酸性氟化物）可以轻松实现Aib-MeAib甚至MeAib-MeAib偶联，则可以绕过此限制。
• N-Silylation of amines and amino acid esters under neutral conditions employing TMS-Cl in the presence of zinc dust
  作者：Vommina V. Suresh Babu、Ganga-Ramu Vasanthakumar、Subramanyam J. Tantry

  DOI：10.1016/j.tetlet.2005.04.007

  日期：2005.6

  An expedient synthetic approach to N-silylamines has been developed. The protocol, using TMS-Cl/zinc dust instead of BSA, is useful for the conversion of amines or amino acid esters to the corresponding silyl derivatives, followed by acylation with an acyl chloride or Fmoc-amino acid chloride to give the corresponding amide or peptide. This procedure, affording products in good to excellent yields, is also efficient for the coupling of sterically hindered amino acids like alpha,alpha-dialkylamino acids and NMe-amino acids. Further, the use of an equimolar quantity of organic base, such as Et3N/pyridine, is circumvented. (c) 2005 Published by Elsevier Ltd.