benzyl N-[(3aR,5R,6R,6aR)-5-ethenyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-N-prop-2-enylcarbamate | 910479-41-3

• 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: benzyl N-[(3aR,5R,6R,6aR)-5-ethenyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-N-prop-2-enylcarbamate
• CAS: 910479-41-3
• 化学式: C₂₀H₂₅NO₅
• 分子量: 359.422
• InChiKey: HWJPQAPNNUMCOW-BRSBDYLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl N-[(3aR,5R,6R,6aR)-5-ethenyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-N-prop-2-enylcarbamate 在 sodium periodate 、 三氟乙酸 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Chiron approach strategy to the bicyclic oxazolidinylpiperidine: a building block for preparing mono- and bi-cyclic iminosugars

  摘要：

  A chiron approach to the synthesis of bicyclic oxazolidinylpiperidine, a synthetically potential building block for preparing mono- and bi-cyclic iminosugars, is reported from D-glucose using ring closing metathesis as the key step. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.039
• 作为产物：
  描述：

  1,2,5,6-di-O-isopropylidene-3-deoxy-3-amino-α-D-glucofuranoside 在 咪唑 、 硫酸 、 碘 、 sodium hydride 、 碳酸氢钠 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 反应 6.34h， 生成 benzyl N-[(3aR,5R,6R,6aR)-5-ethenyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-N-prop-2-enylcarbamate
  参考文献：
  名称：

  Chiron approach strategy to the bicyclic oxazolidinylpiperidine: a building block for preparing mono- and bi-cyclic iminosugars

  摘要：

  A chiron approach to the synthesis of bicyclic oxazolidinylpiperidine, a synthetically potential building block for preparing mono- and bi-cyclic iminosugars, is reported from D-glucose using ring closing metathesis as the key step. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.039

文献信息

• A general strategy for the stereoselective synthesis of l-1-deoxyallonojirimycin and d-1-deoxygulonojirimycin
  作者：Subhash Ghosh、J. Shashidhar、Samit Kumar Dutta

  DOI：10.1016/j.tetlet.2006.06.110

  日期：2006.8

  A general strategy for the synthesis of deoxyazasugars from D-glucose is described. Ring-closing metathesis and stereoselective dihydroxylation reactions were used as key steps. (c) 2006 Elsevier Ltd. All rights reserved.
• Chiron approach strategy to the bicyclic oxazolidinylpiperidine: a building block for preparing mono- and bi-cyclic iminosugars
  作者：Navnath B. Kalamkar、Dilip D. Dhavale

  DOI：10.1016/j.tetlet.2011.09.039

  日期：2011.11

  A chiron approach to the synthesis of bicyclic oxazolidinylpiperidine, a synthetically potential building block for preparing mono- and bi-cyclic iminosugars, is reported from D-glucose using ring closing metathesis as the key step. (C) 2011 Elsevier Ltd. All rights reserved.