methyl 2-(benzyl(N-(tert-butoxycarbonyl)sulfamoyl)amino)-4-methylpentanoate | 808752-08-1

• 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-(benzyl(N-(tert-butoxycarbonyl)sulfamoyl)amino)-4-methylpentanoate
• 英文别名: Methyl 2-[benzyl-[(2-methylpropan-2-yl)oxycarbonylsulfamoyl]amino]-4-methylpentanoate
• CAS: 808752-08-1
• 化学式: C₁₉H₃₀N₂O₆S
• 分子量: 414.523
• InChiKey: MGTGIKPTOSUUJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-(benzyl(N-(tert-butoxycarbonyl)sulfamoyl)amino)-4-methylpentanoate 在 锂硼氢 、 草酰氯 、 二甲基亚砜 、 三乙胺 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 34.37h， 生成 2-benzyl-3-isobutyl-5-phenethyl-2,5-dihydro[1,2,5]thiadiazole-1,1-dioxide
  参考文献：
  名称：

  Serendipitous discovery of an unexpected rearrangement leads to two new classes of potential protease inhibitors

  摘要：

  The pathogenesis of a range of human diseases arises from the aberrant activity of proteolytic enzymes. Agents capable of selectively modulating the activity of these enzymes are of potential therapeutic value. Thus, there is a continuing need for the design of scaffolds that can be used in the development of new classes of protease inhibitors. We describe herein the serendipitous discovery of an unexpected rearrangement that leads to the formation of two novel templates that can be used in the design of protease inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.044
• 作为产物：
  描述：

  2-氨基-4-甲基戊酸盐酸盐 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 methyl 2-(benzyl(N-(tert-butoxycarbonyl)sulfamoyl)amino)-4-methylpentanoate
  参考文献：
  名称：

  Serendipitous discovery of an unexpected rearrangement leads to two new classes of potential protease inhibitors

  摘要：

  The pathogenesis of a range of human diseases arises from the aberrant activity of proteolytic enzymes. Agents capable of selectively modulating the activity of these enzymes are of potential therapeutic value. Thus, there is a continuing need for the design of scaffolds that can be used in the development of new classes of protease inhibitors. We describe herein the serendipitous discovery of an unexpected rearrangement that leads to the formation of two novel templates that can be used in the design of protease inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.044

文献信息

• Formation of an unusual product in the reaction of a 1,2,5-thiadiazolidine 1,1-dioxide-derived thioether with sulfuryl chloride
  作者：Dengfeng Dou、Erach R. Talaty、Curtis E. Moore、John C. Bullinger、David M. Eichhorn、William C. Groutas

  DOI：10.1002/jhet.136

  日期：2009.7

  The treatment of a 1,2,5-thiadiazolidine 1,1-dioxide-derived phenylthiomethyl ether with sulfuryl chloride yielded an unexpected dimeric product whose structure was determined using X-ray crystallography. A plausible mechanism for the formation of this product is proposed. J. Heterocyclic Chem. (2009).

  用硫酰氯处理1,2,5-噻二唑烷1,1-二氧化物衍生的苯硫基甲基醚，得到了出乎意料的二聚产物，其结构通过X射线晶体学测定。提出了形成这种产物的合理机制。J.杂环化​​学。（2009）。