(3bR,4aR,7aR,7bS,17aR,20aR,20bS)-6,6,19,19-tetramethyl-3b,4a,7a,7b,16b,17a,20a,20b-octahydro[1,3]dioxolo[4',5':4,5]furo[2,3-f][1,3]dioxolo[4',5':4,5]furo[2,3-m]dibenzo[b,i]bis([1,2,3]triazolo)[1,5-d:1',5'-k][1,8,4,11]dioxadiazacyclotetradecine | 1380778-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3bR,4aR,7aR,7bS,17aR,20aR,20bS)-6,6,19,19-tetramethyl-3b,4a,7a,7b,16b,17a,20a,20b-octahydro[1,3]dioxolo[4',5':4,5]furo[2,3-f][1,3]dioxolo[4',5':4,5]furo[2,3-m]dibenzo[b,i]bis([1,2,3]triazolo)[1,5-d:1',5'-k][1,8,4,11]dioxadiazacyclotetradecine
• 英文别名: (1R,14S,15R,19R,21R,34S,35R,39R)-17,17,37,37-tetramethyl-13,16,18,20,33,36,38,40-octaoxa-4,5,6,24,25,26-hexazanonacyclo[32.6.0.02,6.07,12.014,21.015,19.022,26.027,32.035,39]tetraconta-2,4,7,9,11,22,24,27,29,31-decaene
• CAS: 1380778-75-5
• 化学式: C₃₀H₃₀N₆O₈
• 分子量: 602.604
• InChiKey: JXVTUINLPKJMIX-YNMRTIPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  44
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-叠氮苯酚 在 吡啶 、 sodium periodate 、 三氟甲磺酸酐 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.75h， 生成 (2R,3R,3aS,10aR)-2,3-(isopropylidenedioxy)-[1,5:9,10]-1,2,3-triazolo-2,3,3a,10a-tetrahydrofuro[3,2-c][1,5]benzoxazepine 、 (3bR,4aR,7aR,7bS,17aR,20aR,20bS)-6,6,19,19-tetramethyl-3b,4a,7a,7b,16b,17a,20a,20b-octahydro[1,3]dioxolo[4',5':4,5]furo[2,3-f][1,3]dioxolo[4',5':4,5]furo[2,3-m]dibenzo[b,i]bis([1,2,3]triazolo)[1,5-d:1',5'-k][1,8,4,11]dioxadiazacyclotetradecine
  参考文献：
  名称：

  Design and Synthesis of 1,2,3-Triazole-Fused Chiral Medium-Ring Benzo-Heterocycles, Scaffolds Mimicking Benzolactams

  摘要：

  Based on "amide-triazole bioequivalence" principle, 1,2,3-triazole-fused chiral medium ring benzo-heterocycles capable of mimicking benzolactams were designed. Their syntheses were accomplished by cycloaddition of different sugar-derived azidoalkynes. While triazole-fused eight-membered benzo-heterocycles were formed by exclusive intramolecuclar [3 + 2] cycloaddition, attempted preparation of seven-membered analogues led to some intermolecular cycloaddition resulting in a dimeric macrocyclic product, in addition to intramolecular cycloaddition furnishing the expected heterocycle.

  DOI：

  10.1021/jo3004327