1-(benzyloxycarbonyl)-4,4-dimethyl-Δ²-imidazoline | 141345-35-9

• 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: 1-(benzyloxycarbonyl)-4,4-dimethyl-Δ²-imidazoline
• 英文别名: benzyl 5,5-dimethyl-4H-imidazole-3-carboxylate
• CAS: 141345-35-9
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: RZJOGUDMYKEDKB-UHFFFAOYSA-N

物化性质

• 沸点：
  330.0±35.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(benzyloxycarbonyl)-4,4-dimethyl-Δ²-imidazoline 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 12.07h， 生成 (5S^*,6R^*)-6-methoxy-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one
  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
• 作为产物：
  描述：

  异氰酸叔丁酯 在 silver cyanide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 1-(benzyloxycarbonyl)-4,4-dimethyl-Δ²-imidazoline
  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 of optically active amino azapenams by the photolytic reaction of chromium aminocarbene complexes with N-protected imidazolines
  作者：Baptiste Ronan、Louis S. Hegedus

  DOI：10.1016/s0040-4020(01)87268-9

  日期：1993.1

  Photolysis of optically active aminocarbene chromium complexes with N-protected imidazolines produced α-amino-N-protected azapenams in good yield and with high diastereoselectivity. Removal of the protecting group resulted in cleaving of the β-lactam to give N-acylimidazolines.

  光学活性氨基卡宾铬配合物与N-保护的咪唑啉的光解产生了高收率和高非对映选择性的α-氨基-N-保护的氮杂庚烷。除去保护基导致β-内酰胺裂解，得到N-酰基咪唑啉。
• Synthesis and Complexation Properties of Poly(ethylene glycol)-Linked Mono- and Bis-dioxocyclams
  作者：Kurt Puntener、Mellissa D. Hellman、Erik Kuester、Louis S. Hegedus

  DOI：10.1021/jo001095q

  日期：2000.12.1

  Both tri- and tetra(ethylene glycol) linked bis-chromium carbene complexes have been synthesized. These carbene complexes were photolyzed with N-protected imidazolines to give protected azapenams. These were transformed into polyether-linked basket dioxacyclams 4a,b and bis-dioxocyclams 5a,b. These compounds have-cavities for the complexation of both "hard" and "soft" metal ions.;The complexes of Ni, Ba, and Gd were synthesized.
• Liang, Yong; Jiao, Lei; Zhang, Shiwei, Journal of the American Chemical Society, 2009, vol. 131, p. 1542 - 1549
  作者：Liang, Yong、Jiao, Lei、Zhang, Shiwei、Yu, Zhi-Xiang、Xu, Jiaxi

  DOI：——

  日期：——
• 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 5,12-Dioxocyclam Nickel (II) Complexes Having Quinoxaline Substituents at the 6 and 13 Positions as Potential DNA Bis-Intercalating and Cleaving Agents
  作者：Louis S. Hegedus、Marc M. Greenberg、Jory J. Wendling、Joseph P. Bullock

  DOI：10.1021/jo020708r

  日期：2003.5.1

  Several dioxocyclams containing quinoxaline moieties, as well as their nickel(II) complexes were synthesized and studied for their ability to bind and oxidatively cleave DNA. Although no evidence for binding by intercalation was found, the ability of the Ni(II) complexes to cleave DNA in the presence of Oxone was strongly dependent on both the nature and the spatial orientation of the quinoxaline moieties, suggesting at least transient association of these complexes with DNA.