(1,2,3-trimethoxy-6,7-didehydro-8,9,10,11-tetrahydro-5H-benzo[9]annulen-11-yl) N-benzylcarbamate | 1360473-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1,2,3-trimethoxy-6,7-didehydro-8,9,10,11-tetrahydro-5H-benzo[9]annulen-11-yl) N-benzylcarbamate
• CAS: 1360473-43-3
• 化学式: C₂₄H₂₇NO₅
• 分子量: 409.482
• InChiKey: RQRPUTXVEYBHEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1,2,3-trimethoxy-6,7-didehydro-8,9,10,11-tetrahydro-5H-benzo[9]annulen-11-yl) N-benzylcarbamate 、 苄基叠氮 以 氘代乙腈 为溶剂， 生成 、
  参考文献：
  名称：

  Strain-Promoted Azide–Alkyne Cycloadditions of Benzocyclononynes

  摘要：

  Preliminary studies related to the design and development of new cycloalkyne reagents for metal-free click coupling are reported. Cydononynes are more stable than cyclooctynes, and the robust benzocyclononyne platform offers spontaneous reactivity toward azides at rates competitive with other azidophiles that have been employed for metal-free click coupling. Benzocyclononynes (e.g., 1) provide valuable insight into the design of new cycloalkynes for strain-promoted azide-alkyne cydoaddition (SPAAC) couplings for applications in which side reactions and decomposition of the reagent must be kept to a minimum.

  DOI：

  10.1021/jo300188y
• 作为产物：
  描述：

  3,4,5-trimethoxy-2-iodobenzaldehyde 在 吡啶 、 正丁基锂 、 二异丁基氢化铝 、 sodium cyanoborohydride 、 三乙胺 、 L-脯氨酸 作用下， 以 六甲基磷酰三胺 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 18.5h， 生成 (1,2,3-trimethoxy-6,7-didehydro-8,9,10,11-tetrahydro-5H-benzo[9]annulen-11-yl) N-benzylcarbamate
  参考文献：
  名称：

  Strain-Promoted Azide–Alkyne Cycloadditions of Benzocyclononynes

  摘要：

  Preliminary studies related to the design and development of new cycloalkyne reagents for metal-free click coupling are reported. Cydononynes are more stable than cyclooctynes, and the robust benzocyclononyne platform offers spontaneous reactivity toward azides at rates competitive with other azidophiles that have been employed for metal-free click coupling. Benzocyclononynes (e.g., 1) provide valuable insight into the design of new cycloalkynes for strain-promoted azide-alkyne cydoaddition (SPAAC) couplings for applications in which side reactions and decomposition of the reagent must be kept to a minimum.

  DOI：

  10.1021/jo300188y

文献信息

• Strain-Promoted Azide–Alkyne Cycloadditions of Benzocyclononynes
  作者：Jumreang Tummatorn、Paratchata Batsomboon、Ronald J. Clark、Igor V. Alabugin、Gregory B. Dudley

  DOI：10.1021/jo300188y

  日期：2012.3.2

  Preliminary studies related to the design and development of new cycloalkyne reagents for metal-free click coupling are reported. Cydononynes are more stable than cyclooctynes, and the robust benzocyclononyne platform offers spontaneous reactivity toward azides at rates competitive with other azidophiles that have been employed for metal-free click coupling. Benzocyclononynes (e.g., 1) provide valuable insight into the design of new cycloalkynes for strain-promoted azide-alkyne cydoaddition (SPAAC) couplings for applications in which side reactions and decomposition of the reagent must be kept to a minimum.