(3aS,4S,6S,7S,7aS)-6-(iodomethyl)-4-methoxy-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran | 1312198-01-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4S,6S,7S,7aS)-6-(iodomethyl)-4-methoxy-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran
• CAS: 1312198-01-8
• 化学式: C₁₇H₂₃IO₅
• 分子量: 434.271
• InChiKey: JVWBTAXUTBGSTE-OWYFMNJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aS,4S,6S,7S,7aS)-6-(iodomethyl)-4-methoxy-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran 在 锌 作用下， 以 乙醇 为溶剂， 生成 (2S,3S,4R)-2,3-isopropylidenedioxy-4-benzyloxyhex-5-enal
  参考文献：
  名称：

  Stereoselective synthesis of polyoxygenated linear diaza-triquinanes via intramolecular 1,3-dipolar cycloaddition of sugar-derived hex-5-enals

  摘要：

  An efficient and stereoselective synthesis of diaza-triquinanes, the skeleton structures of many natural products, has been accomplished by intramolecular 1,3-dipolar cycloaddition of azomethine imine generated from sugar-derived hex-5-enal and pyrazolidin-3-one. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.031

文献信息

• Stereoselective and regioselective one-pot synthesis of polyhydroxy bicyclic diazenes and hydrazones from methyl 6-deoxy-6-iodo-hexosides
  作者：Yunfeng Li、Yao Meng、Zhongjun Li、Xiangbao Meng

  DOI：10.1016/j.tet.2015.05.105

  日期：2015.8

  An efficient, stereoselective, and base-controlled procedure for the preparation of polyhydroxy bicyclic diazenes and polyhydroxy bicyclic hydrazones is described, starting from sugar-derived methyl 6-deoxy6-iodo-hexosides. The one-pot synthesis involves a three-step reaction, including ring-opening, condensation with tosylhydrazine, and intramolecular cycloaddition with terminal alkene, which affords important synthetic precursors of bicyclic diazenes and hydrazones. (C) 2015 Elsevier Ltd. All rights reserved.