3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allo-1,4-furanose | 1346679-02-4

• 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: 3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allo-1,4-furanose
• 英文别名: benzyl N-[(3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-N-prop-2-enylcarbamate
• CAS: 1346679-02-4
• 化学式: C₂₃H₃₁NO₇
• 分子量: 433.502
• InChiKey: QQCDSZVKCFRFHQ-LASHMREHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allo-1,4-furanose 在 硫酸 作用下， 以 甲醇 、 水 为溶剂， 以90%的产率得到3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2-O-isopropylidene-α-D-allo-1,4-furanose
  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：

  3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 在 水 、 sodium hydride 、 碳酸氢钠 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 33.34h， 生成 3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allo-1,4-furanose
  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

• 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.