(2S)-2-[(3aR,6R,7R)-7-prop-2-enoxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c][1,2]oxazol-6-yl]-N-methyl-2-phenylmethoxyethanimine oxide | 1054792-77-6

• 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: (2S)-2-[(3aR,6R,7R)-7-prop-2-enoxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c][1,2]oxazol-6-yl]-N-methyl-2-phenylmethoxyethanimine oxide
• CAS: 1054792-77-6
• 化学式: C₁₉H₂₄N₂O₅
• 分子量: 360.41
• InChiKey: KSPBELHUDPOKCM-UKBAYJJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(3aR,6R,7R)-7-prop-2-enoxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c][1,2]oxazol-6-yl]-N-methyl-2-phenylmethoxyethanimine oxide 以 甲苯 为溶剂， 反应 8.0h， 以31%的产率得到(1R,2S,3S,7S,10R,15R)-4-methyl-2-phenylmethoxy-5,9,13,17-tetraoxa-4,12-diazatetracyclo[8.7.0.03,7.011,15]heptadec-11-ene
  参考文献：
  名称：

  Synthesis of chiral oxepinopyran and oxepinooxepane systems from 1,2-isopropylidene furanoside ring-fused cyclic ether derivatives through 4-O-allyl nitrone and nitrile oxide cycloadditions

  摘要：

  A novel strategy was developed by which chiral oxepinopyran and oxepinooxepane derivatives were synthesised from 1,2-isopropylidene furanoside fused pyran and oxepane derivatives by the cycloaddition of 4-O-allyl nitrone or nitrile oxide species generated from the furanoside ring. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01802-5
• 作为产物：
  描述：

  (3aR,5aS,5bR,8aR,9aR)-7,7-Dimethyl-3a,4,5a,5b,8a,9a-hexahydro-3H-2,5,6,8,9-pentaoxa-1-aza-cyclopenta[b]-as-indacene 在 盐酸 、 sodium hydroxide 、 四丁基溴化铵 、 碳酸氢钠 、 对甲苯磺酸 、 三氟乙酸 、 calcium carbonate 、 mercury dichloride 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 97.0h， 生成 (2S)-2-[(3aR,6R,7R)-7-prop-2-enoxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c][1,2]oxazol-6-yl]-N-methyl-2-phenylmethoxyethanimine oxide
  参考文献：
  名称：

  Synthesis of chiral oxepinopyran and oxepinooxepane systems from 1,2-isopropylidene furanoside ring-fused cyclic ether derivatives through 4-O-allyl nitrone and nitrile oxide cycloadditions

  摘要：

  A novel strategy was developed by which chiral oxepinopyran and oxepinooxepane derivatives were synthesised from 1,2-isopropylidene furanoside fused pyran and oxepane derivatives by the cycloaddition of 4-O-allyl nitrone or nitrile oxide species generated from the furanoside ring. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01802-5

文献信息

• Synthesis of chiral oxepinopyran and oxepinooxepane systems from 1,2-isopropylidene furanoside ring-fused cyclic ether derivatives through 4-O-allyl nitrone and nitrile oxide cycloadditions
  作者：Arani Pal、Anup Bhattacharjya、Ranjan Mukhopadhyay

  DOI：10.1016/s0040-4039(00)01802-5

  日期：2000.12

  A novel strategy was developed by which chiral oxepinopyran and oxepinooxepane derivatives were synthesised from 1,2-isopropylidene furanoside fused pyran and oxepane derivatives by the cycloaddition of 4-O-allyl nitrone or nitrile oxide species generated from the furanoside ring. (C) 2000 Elsevier Science Ltd. All rights reserved.