1-[N-(tert-butyloxycarbonyl)amino]-5-aminonaphthalene | 205126-82-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[N-(tert-butyloxycarbonyl)amino]-5-aminonaphthalene
• 英文别名: Tert-butyl N-(5-aminonaphthalen-1-yl)carbamate
• CAS: 205126-82-5
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: UMURLARVJNWZAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[N-(tert-butyloxycarbonyl)amino]-5-aminonaphthalene 在 甲醇 、 Amberlyst 15 、 氨 作用下， 生成 1,5-萘二胺
  参考文献：
  名称：

  Simultaneous Deprotection and Purification of BOC-amines Based on Ionic Resin Capture

  摘要：

  DOI：

  10.1021/jo972001o

文献信息

• Palladium-Catalyzed Regioselective C8–H Amination of 1-Naphthylamine Derivatives with Aliphatic Amines
  作者：Zexian Li、Suyan Sun、Huijie Qiao、Fan Yang、Yu Zhu、Jianxun Kang、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.orglett.6b02243

  日期：2016.9.16

  A simple and facile protocol for palladium-catalyzed picolinamide-directed C8–H amination of 1-naphthylamine derivatives with simple secondary aliphatic amines was developed, thereby providing a new route to 1,8-naphthalenediamine derivatives. It is noteworthy that the picolinamide moiety as a bidentate directing group may play a key role in this regioselective transformation.

  开发了一种简单易行的方案，用于钯催化的吡啶啉-导向的1-萘胺衍生物的C8–H胺与简单的仲脂肪胺的胺化反应，从而为1,8-萘二胺衍生物的开发提供了一条新途径。值得注意的是，吡啶甲酰胺部分作为双齿引导基团可能在该区域选择性转化中起关键作用。
• Benzimidazole receptors for carboxylic acids
  作者：Marta Almaraz、Mercedes Martín、JoséV. Hernández、Ma Cruz Caballero、Joaquín R. Morán

  DOI：10.1016/s0040-4039(98)00094-x

  日期：1998.3

  Combination of an aminobenzimidazole with a chromenone unit provides a receptor for carboxylic acids or primary amides. This host is highly selective for carboxylic acids with Kass above 106 M−1 while amides only bind weakly with association constants in the order of hundreds of M−1.

  氨基苯并咪唑与色酮单元的组合提供了羧酸或伯酰胺的受体。该主体对K资产高于10 6 M -1的羧酸具有高度选择性，而酰胺仅以约数百M -1的缔合常数弱结合。
• Refolding Foldamers:  Triazene-Arylene Oligomers That Change Shape with Chemical Stimuli
  作者：Simin Liu、Peter Y. Zavalij、Yiu-Fai Lam、Lyle Isaacs

  DOI：10.1021/ja073320s

  日期：2007.9.1

  We describe the preparation of five triazene-arylene oligomers (3, 4, 7, 8, and 11) and investigations of their folding properties in aqueous solution. These oligomers contain four 2-fold rotors and populate a conformational ensemble comprising at least 10 states. Extensive 1D and 2D NMR studies as well as X-ray crystallography establish that the presence of three members of the cucurbit[n]uril family (CB[n]), CB[10], CB[7], and CB[8], results in the selective population of the (a,a,a,a)-, (a,s,s,a)-, and (a,a,a,s)conformers. As a result of the high affinity and highly selective binding properties of the CB[n] family, it is possible to fold a single foldamer strand (3) into the CB[8]center dot(a,a,a,s)-3 conformer by the addition of CB[8], then unfold and refold it into the CB[7]center dot(a,s,s,a)-3-CB[7] conformer by addition of CB[71 and 3,5dimethylaminoadamantane (17), then unfold and refold it again into the CB[10]-(a,a,a,a)-3 conformer by addition of CB[10]center dot CB[5] and aminoadamantane (18). The transformation of CB[8]center dot(a,a,a,s)-3 into CB[7]center dot(a,s,s,a)-3 center dot CB[7] proceeds through the intermediacy of CB [8]center dot(a,a,s,a)-3 center dot CB[7], which enhances the rate of dissociation of strand 3 from CB[8].
• Simultaneous Deprotection and Purification of BOC-amines Based on Ionic Resin Capture
  作者：Yun-Shan Liu、Cunxiang Zhao、David E. Bergbreiter、Daniel Romo

  DOI：10.1021/jo972001o

  日期：1998.5.1