4-neopentyl-benzenesulfonyl chloride | 150727-35-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-neopentyl-benzenesulfonyl chloride
• 英文别名: 4-Neopentyl-benzolsulfonylchlorid；4-(2,2-Dimethylpropyl)benzenesulfonyl chloride
• CAS: 150727-35-8
• 化学式: C₁₁H₁₅ClO₂S
• mdl: MFCD19200272
• 分子量: 246.758
• InChiKey: JHOGTDTUILPHQC-UHFFFAOYSA-N

物化性质

• 熔点：
  58.7-59.2 °C(Solv: acetic acid (64-19-7))
• 沸点：
  313.9±21.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-neopentyl-benzenesulfonyl chloride 在 氯化亚砜 、 potassium carbonate 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 1.0h， 生成 (S)-1-[4-(2,2-Dimethyl-propyl)-benzenesulfonyl]-pyrrolidine-2-carbonyl chloride
  参考文献：
  名称：

  Preparation of both enantiomers of 1-allyl-1,2,3,4-tetrahydro-β-carboline using allyltin reagents and a chiral auxiliary derived from l-proline

  摘要：

  beta -Carboline, which had an acyl group derived from L-proline at the 9-position, reacted with allyltributyltin and 2,2,2-trichloroethyl chloroformate, to afford an 1-allyl-1,2-dihydro-beta -carboline derivative in a diastereo selective manner. The chiral acyl group at N-9 was readily eliminated by aqueous alkali to give a corresponding carboxylic acid. The formed 1-allyl-1,2-dihydro-beta -carboline was transformed via two reduction steps to 1-alkyl-1,2,3,4-tetrahydro-beta -carboline in high ee. When the allylation was carried out using tetraallyltin instead of allyltributyltin, the stereoselectivity was reversed, and the antipode of the allyl adduct was obtained in high yield and ee in the presence of tin(IV) tetraiodide. Thus, it was found that both enantiomers of 1-allyl-beta -carboline were obtained in good enantioselectivities by the use of the same chiral auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00684-6
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 五氯化磷 作用下， 生成 4-neopentyl-benzenesulfonyl chloride
  参考文献：
  名称：

  Bygden, Journal fuer Praktische Chemie (Leipzig), vol. 100, p. 13

  摘要：

  DOI：

文献信息

• Azabicyclic sulfonamides as potent 11β-HSD1 inhibitors
  作者：Unmesh Shah、Craig D. Boyle、Samuel Chackalamannil、Hana Baker、Timothy Kowalski、Julie Lee、Giuseppe Terracina、Lili Zhang

  DOI：10.1016/j.bmcl.2010.01.082

  日期：2010.3

  Inhibition of 11β-HSD1 has demonstrated potential in the treatment of various components of metabolic syndrome. We wish to report herein the discovery of novel azabicyclic sulfonamide based 11β-HSD1 inhibitors. Highly potent compounds exhibiting inhibitory activities at both human and mouse 11β-HSD1 were identified. Several compounds demonstrated significant in vivo activity in the mouse cortisone

  已证明抑制11β-HSD1具有治疗代谢综合症各个组成部分的潜力。我们希望在此报告发现新型基于氮杂双环磺酰胺的11β-HSD1抑制剂。鉴定出对人和小鼠11β-HSD1均表现出抑制活性的高效化合物。几种化合物在小鼠可的松激发试验中显示出显着的体内活性。
• US5292740A
  申请人：——

  公开号：US5292740A

  公开（公告）日：1994-03-08