3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradecane-5,12-dione | 141345-63-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradecane-5,12-dione
• 英文别名: (6R,13S)-3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetrazacyclotetradecane-5,12-dione
• CAS: 141345-63-3
• 化学式: C₃₀H₄₄N₄O₄
• 分子量: 524.704
• InChiKey: JSBUWPSHJRQPDC-RNPORBBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-双(溴甲基)吡啶 、 3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradecane-5,12-dione 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 96.0h， 以61%的产率得到(14R,20S)-14,20-Bis-benzyloxy-11,11,14,17,17,20-hexamethyl-1,9,12,18,22-pentaaza-tricyclo[7.6.6.1^3,7]docosa-3,5,7(22)-triene-13,19-dione
  参考文献：
  名称：

  Synthesis and Structural Studies of 1,8-Pyridine-Capped 5,12-Dioxocyclams

  摘要：

  5,12-Dioxocyclams and bis-dioxocyclams were capped across the 1,8-secondary amino groups with 2,6-bis(bromomethyl)pyridine to give pyridine-capped mono- and bis-dioxocyclams. The copper(II) complex of capped monocyclam 5b was prepared and characterized by X-ray crystallography. Treatment of dioxocyclams with 2,3,5,6-tetrakis(bromomethyl)pyrazine produced bis-cyclams connected through the ir secondary amino groups through the 2,3- and 5,6-positions of the pyrazine.

  DOI：

  10.1021/ja994352l
• 作为产物：
  描述：

  (6R^*,13S^*)-3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradeca-7(E),14(E)-diene-5,12-dione 在 palladium on activated charcoal camphor-10-sulfonic acid 、 氢气 作用下， 以 二氯甲烷 为溶剂， 90.0 ℃ 、310.27 kPa 条件下， 反应 144.0h， 以24%的产率得到3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradecane-5,12-dione
  参考文献：
  名称：

  通过铬烷氧基卡宾配合物与咪唑啉的光解反应合成氮杂培南、二氮杂酮和二氧环嘧啶

  摘要：

  铬烷氧卡宾配合物与 N-（苄氧羰基）咪唑啉的光解产生受保护的氮杂培南。氢解得到稳定的游离氮杂培南，其中之一通过 X 射线晶体学表征。在酸性条件下氢解产生六氢-1,4-二氮杂-5-酮。用樟脑磺酸处理游离氮杂培南以优异的产率产生不饱和的 14 元四氮杂大环。这些被还原为二氧环己酮

  DOI：

  10.1021/ja00039a010

文献信息

• Synthesis and Metal Complexation Reactions of Bis-Dioxocyclams from Photochemical Reaction of Bis-Chromium Alkoxycarbene Complexes with Imidazolines
  作者：Stephane Dumas、Elena Lastra、Louis S. Hegedus

  DOI：10.1021/ja00117a007

  日期：1995.3

  Bis-chromium alkoxycarbene complexes, bridged via the alkoxy groups, underwent photochemical cycloaddition to protected imidazolines to give protected bis-azapenams. Deprotection followed by treatment with acid produced bis-dioxocyclams bridged top and bottom with four-, five-, six-, and twelve-atom alpha,omega-diol linkages. These bis-dioxocyclam ligands formed mono- and bis-nickel(II) complexes. The five-atom bridged system (-O(CH2)(3)O-) was characterized by X-ray crystallography and had a number of unusual features.
• Synthesis of azapenams, diazepinones, and dioxocyclams via the photolytic reaction of chromium alkoxycarbene complexes with imidazolines
  作者：Claudia Betschart、Louis S. Hegedus

  DOI：10.1021/ja00039a010

  日期：1992.6

  Photolysis of chromium alkoxycarbene complexes with N-(benzyloxycarbonyl)imidazolines produced protected azapenams. Hydrogenolysis gave free azapenams which stable, one of which was characterized by X-ray crystallography. Hydrogenolysis under acidic conditions produced hexahydro-1,4-diazepin-5-ones. treatment of the free azapenams with camphorsulfonic acid produced unsaturated 14-membered tetraazamacrocycles

  铬烷氧卡宾配合物与 N-（苄氧羰基）咪唑啉的光解产生受保护的氮杂培南。氢解得到稳定的游离氮杂培南，其中之一通过 X 射线晶体学表征。在酸性条件下氢解产生六氢-1,4-二氮杂-5-酮。用樟脑磺酸处理游离氮杂培南以优异的产率产生不饱和的 14 元四氮杂大环。这些被还原为二氧环己酮
• Synthesis and Structural Studies of 1,8-Pyridine-Capped 5,12-Dioxocyclams
  作者：Thomas Wynn、L. S. Hegedus

  DOI：10.1021/ja994352l

  日期：2000.5.1

  5,12-Dioxocyclams and bis-dioxocyclams were capped across the 1,8-secondary amino groups with 2,6-bis(bromomethyl)pyridine to give pyridine-capped mono- and bis-dioxocyclams. The copper(II) complex of capped monocyclam 5b was prepared and characterized by X-ray crystallography. Treatment of dioxocyclams with 2,3,5,6-tetrakis(bromomethyl)pyrazine produced bis-cyclams connected through the ir secondary amino groups through the 2,3- and 5,6-positions of the pyrazine.