(+)-(Ss,5S,7S)-N-(7-hydroxydodec-1-en-5-yl)-2-methylpropane-2-sulfinamide | 1377322-00-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: (+)-(Ss,5S,7S)-N-(7-hydroxydodec-1-en-5-yl)-2-methylpropane-2-sulfinamide
• 英文别名: (S)-N-[(5S,7S)-7-hydroxydodec-1-en-5-yl]-2-methylpropane-2-sulfinamide
• CAS: 1377322-00-3
• 化学式: C₁₆H₃₃NO₂S
• 分子量: 303.51
• InChiKey: AJYCEAZHKGWDDP-AVYPCKFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-(Ss,5S,7S)-N-(7-hydroxydodec-1-en-5-yl)-2-methylpropane-2-sulfinamide 在 盐酸 、 二碳酸二叔丁酯 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 mineral oil 为溶剂， 反应 4.08h， 生成 (+)-(5S,7S)-tert-butyl 7-(benzyloxy)dodec-1-en-5-ylcarbamate
  参考文献：
  名称：

  Asymmetric Total Synthesis of (+)-Merobatzelladine B

  摘要：

  The first total synthesis of (+)-merobatzelladine B was accomplished using an iterative sequence of stereoselective Pd-catalyzed alkene carboamination reactions for formation of two of the three rings. This represents a new strategy for the generation of polycyclic guanidine natural products, and provides access to compounds with a syn-relationship between the C6 H-atom and the C8 alkyl group.

  DOI：

  10.1002/anie.201201001
• 作为产物：
  描述：

  (+)-(Ss,5S)-2-methyl-N-(7-oxododec-1-en-5-yl)propane-2-sulfinamide 在 sodium tetrahydroborate 、 cerium(III) chloride heptahydrate 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到(+)-(Ss,5S,7S)-N-(7-hydroxydodec-1-en-5-yl)-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  Asymmetric Total Synthesis of (+)-Merobatzelladine B

  摘要：

  The first total synthesis of (+)-merobatzelladine B was accomplished using an iterative sequence of stereoselective Pd-catalyzed alkene carboamination reactions for formation of two of the three rings. This represents a new strategy for the generation of polycyclic guanidine natural products, and provides access to compounds with a syn-relationship between the C6 H-atom and the C8 alkyl group.

  DOI：

  10.1002/anie.201201001

文献信息

• Asymmetric Total Synthesis of (+)-Merobatzelladine B
  作者：Nicholas R. Babij、John P. Wolfe

  DOI：10.1002/anie.201201001

  日期：2012.4.23

  The first total synthesis of (+)-merobatzelladine B was accomplished using an iterative sequence of stereoselective Pd-catalyzed alkene carboamination reactions for formation of two of the three rings. This represents a new strategy for the generation of polycyclic guanidine natural products, and provides access to compounds with a syn-relationship between the C6 H-atom and the C8 alkyl group.