2-amino-camphor-2-carboxylic acid | 17138-08-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-amino-camphor-2-carboxylic acid
• 英文别名: (1R)-2-amino-1,7,7-trimethyl-norbornane-2endo-carboxylic acid；(1R)-2-Amino-1,7,7-trimethyl-norbornan-2endo-carbonsaeure；2-Aminobornan-2-carbonsaeure；(1R,2R,4R)-2-azaniumyl-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylate
• CAS: 17138-08-8
• 化学式: C₁₁H₁₉NO₂
• mdl: MFCD08444731
• 分子量: 197.277
• InChiKey: JZJKRUCQCUXZTD-ONOSFVFSSA-N

物化性质

• 沸点：
  295.8±23.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.909
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-camphor-2-carboxylic acid 在 sodium tetrahydroborate 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 (1R, 2R, 4R-2-amino-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)methanol
  参考文献：
  名称：

  (+)-樟脑衍生的手性双（氨基醇）银络合物

  摘要：

  手性银 (I) 配合物由衍生自 (+)-樟脑的手性氨基醇与硝酸银反应合成，其结构通过 X 射线分析和 2-D-NMR 实验明确公开。在该复合物中，氨基醇分子是通过氨基氮的单齿配体，需要两个氨基醇单元，它们与银配位并通过 NH-Ag-NH 轴正交定位。

  DOI：

  10.1080/00958972.2015.1012071
• 作为产物：
  描述：

  camphor-2-spirohydantoin 在 barium dihydroxide 作用下， 生成 2-amino-camphor-2-carboxylic acid
  参考文献：
  名称：

  Studies of Alicyclic α-Amino Acids. IV. Conformational Analysis of Alicyclic α-Amino Acids and Stereochemistry of the Strecker and the Bucherer Reactions

  摘要：

  通过比较一对异构脂环族 α-氨基酸的乙酯碱性水解的相对速率，对其进行了构象分析。结果发现，与 2-降冰片酮的情况形成鲜明对比的是，在 2-降冰片酮中使用 Strecker 反应和 Bucherer 反应会主要生成具有外氨基和内羧基的相应氨基酸。在这一发现的基础上，还讨论了在合成脂环族 α-氨基酸时，Strecker 反应和 Bucherer 反应的立体化学过程。

  DOI：

  10.1248/cpb.21.2466

文献信息

• Studies of Alicyclic α-Amino Acids. IV. Conformational Analysis of Alicyclic α-Amino Acids and Stereochemistry of the Strecker and the Bucherer Reactions
  作者：YOSHIFUMI MAKI、TAKASHI MASUGI、KOJI OZEKI

  DOI：10.1248/cpb.21.2466

  日期：——

  Conformational analysis of a pair of isomeric alicyclic α-amino acids was made by comparison of relative rates for alkaline hydrolysis of their ethyl esters. It was found that in a sharp contrast with the case of 2-norbornanone, employment of the Strecker and the Bucherer reactions in 2-bornanone resulted in the predominant formation of the corresponding amino acid possessing exo-amino and endo-carboxyl groups. On the basis of this finding, the stereochemical courses of the Strecker and the Bucherer reactions in the synthesis of alicyclic α-amino acid are also discussed.

  通过比较一对异构脂环族 α-氨基酸的乙酯碱性水解的相对速率，对其进行了构象分析。结果发现，与 2-降冰片酮的情况形成鲜明对比的是，在 2-降冰片酮中使用 Strecker 反应和 Bucherer 反应会主要生成具有外氨基和内羧基的相应氨基酸。在这一发现的基础上，还讨论了在合成脂环族 α-氨基酸时，Strecker 反应和 Bucherer 反应的立体化学过程。
• Magma evolution in the Purico ignimbrite complex, northern Chile: evidence for zoning of a dacitic magma by injection of rhyolitic melts following mafic recharge
  作者：A. Schmitt、S. de Silva、R. Trumbull、R. Emmermann

  DOI：10.1007/s004100000214

  日期：2001.3

  The 1.3 Ma Purico complex is part of an extensive Neogene-Pleistocene ignimbrite province in the central Andes. Like most other silicic complexes in the province, Purico is dominated by monotonous intermediate ash-flow sheets and has volumetrically minor lava domes. The Purico ignimbrites (total volume 80-100 km(3)) are divided into a Lower Purico Ignimbrite (LPI) with two extensive flow units, LPI I and LPI II; and a smaller Upper Purico Ignimbrite (UPI) unit. Crystal-rich dacite is the dominant lithology in all the Purico ignimbrites and in the lava domes. It is essentially the only lithology present in the first LPI flow unit (LPI I) and in the Upper Purico Ignimbrite, but the LPI II flow unit is unusual for its compositional diversity. It constitutes a stratigraphic sequence with a basal fall-out deposit containing rhyolitic pumice (68-74 wt% SiO2) overlain by ignimbrite with dominant crystal-rich dacitic pumice (64-66 wt% SiO2). Rare andesitic and banded pumice (60-61 wt% SiO2) are also present in the uppermost part of the flow unit. The different compositional groups of pumice in LPI II flow unit (rhyolite, andesite, dacite) have initial Nd and Sr isotopic compositions that are indistinguishable from each other and from the dominant dacitic pumice (epsilon Nd = -6.7 to -7.2 and Sr-87/Sr-86 = 0.7085-0.7090). However, two lines of evidence show that the andesite, dacite and rhyolite pumices do not represent a simple fractionation series. First, melt inclusions trapped in sequential growth zones of zoned plagioclase grains in the rhyolite record fractionation trends in the melt that diverge from those shown by dacite samples. Second, mineral equilibrium geothermometry reveals that dacites from all ignimbrite flow units and from the domes had relatively uniform and moderate pre-eruptive temperatures (780-800 degreesC), whereas the rhyalites and andesites yield consistently higher temperatures (850-950 degreesC). Hornblende geobarometry and pressure constraints from H2O and CO2 contents in melt inclusions indicate upper crustal (4-8 km) magma storage conditions. The petrologic evidence from the LPI II system thus indicates an anomalously zoned magma chamber with a rhyolitic cap that was hotter than, and chemically unrelated to, the underlying dacite. We suggest that the hotter rhyolite and andesite magmas are both related to an episode of replenishment in the dacitic Purico magma chamber. Rapid and effective crystal fractionation of the fresh andesite produced a hot rhyolitic melt whose low density and viscosity permitted ascent through the chamber without significant thermal and chemical equilibration with the resident dacite. Isotopic and compositional variations in the Purico system are typical of those seen throughout the Neogene ignimbrite complexes of the Central Andes. These characteristics were generated at moderate crustal depths (< 30 km) by crustal melting, mixing and homogenization involving mantle-derived basalts. For the Purico system, assimilation of at least 30% mantle-derived material is required.
• Chiral bis(amino alcohol) silver complex derived from (+)-camphor
  作者：Jaime González、Marisol Reyes-Lezama、David Corona、Erick Cuevas-Yañez

  DOI：10.1080/00958972.2015.1012071

  日期：2015.3.4

  A chiral silver(I) complex was synthesized from the reaction of a chiral amino alcohol derived from (+)-camphor and silver nitrate, with the structure unambiguously disclosed by X-ray analysis and 2-D-NMR experiments. In this complex, the amino alcohol molecule is a monodentate ligand through the amino nitrogen, requiring two amino alcohol units which are coordinated to the silver and located orthogonally

  手性银 (I) 配合物由衍生自 (+)-樟脑的手性氨基醇与硝酸银反应合成，其结构通过 X 射线分析和 2-D-NMR 实验明确公开。在该复合物中，氨基醇分子是通过氨基氮的单齿配体，需要两个氨基醇单元，它们与银配位并通过 NH-Ag-NH 轴正交定位。