N-[(1R,2Z)-1-[(S_S)-phenylsulfinylmethyl]-2-heptenyl]-4-methyl-1-benzenesulfonamide | 674777-35-6

• 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: N-[(1R,2Z)-1-[(S_S)-phenylsulfinylmethyl]-2-heptenyl]-4-methyl-1-benzenesulfonamide
• 英文别名: 4-methyl-N-[(Z,2R)-1-[(S)-phenylsulfinyl]oct-3-en-2-yl]benzenesulfonamide
• CAS: 674777-35-6
• 化学式: C₂₁H₂₇NO₃S₂
• 分子量: 405.582
• InChiKey: DNSBQMYCHOFHHB-UXHJZEFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  90.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(1R,2Z)-1-[(S_S)-phenylsulfinylmethyl]-2-heptenyl]-4-methyl-1-benzenesulfonamide 在 N-溴代丁二酰亚胺(NBS) 、 水 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 0.17h， 生成 N-[(1S,2S,3S)-2-bromo-3-hydroxy-1-(phenylsulfonylmethyl)heptyl]-4-methyl-1-benzenesulfonamide
  参考文献：
  名称：

  Regio- and stereoselective synthesis of 1,3-aminoalcohol derivatives from allylamine derivatives via internal sulfinyl group participation

  摘要：

  The regio- and stereoselective preparation of 1,3-aminoalcohol derivatives from protected allylamines via intramolecular participation by the sulfinyl group is reported. A carbamate protecting group on nitrogen leads to products arising from nucleophilic participation by both the sulfinyl and carbamate groups, while protection as the sulfonamide affords the product arising from sulfinyl group participation alone. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.036
• 作为产物：
  描述：

  tert-butyl N-[(Z,2R)-1-[(S)-phenylsulfinyl]oct-3-en-2-yl]carbamate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-[(1R,2Z)-1-[(S_S)-phenylsulfinylmethyl]-2-heptenyl]-4-methyl-1-benzenesulfonamide
  参考文献：
  名称：

  Regio- and stereoselective synthesis of 1,3-aminoalcohol derivatives from allylamine derivatives via internal sulfinyl group participation

  摘要：

  The regio- and stereoselective preparation of 1,3-aminoalcohol derivatives from protected allylamines via intramolecular participation by the sulfinyl group is reported. A carbamate protecting group on nitrogen leads to products arising from nucleophilic participation by both the sulfinyl and carbamate groups, while protection as the sulfonamide affords the product arising from sulfinyl group participation alone. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.036

文献信息

• Regio- and stereoselective synthesis of 1,3-aminoalcohol derivatives from allylamine derivatives via internal sulfinyl group participation
  作者：Sadagopan Raghavan、A. Rajender、Suju C. Joseph、M.Abdul Rasheed、K. Ravi Kumar

  DOI：10.1016/j.tetasy.2003.11.036

  日期：2004.1

  The regio- and stereoselective preparation of 1,3-aminoalcohol derivatives from protected allylamines via intramolecular participation by the sulfinyl group is reported. A carbamate protecting group on nitrogen leads to products arising from nucleophilic participation by both the sulfinyl and carbamate groups, while protection as the sulfonamide affords the product arising from sulfinyl group participation alone. (C) 2003 Elsevier Ltd. All rights reserved.