(1R)-2endo-methylamino-bornane | 53862-43-4

• 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: (1R)-2endo-methylamino-bornane
• 英文别名: (1R)-2endo-Methylamino-bornan；Methyl-[(1R-bornyl]-amin；((1R)-Bornyl)-methyl-amin; Methylbornylamin；(1R,2S,4R)-N,1,7,7-tetramethylbicyclo[2.2.1]heptan-2-amine
• CAS: 53862-43-4
• 化学式: C₁₁H₂₁N
• 分子量: 167.294
• InChiKey: QOMPVDMDFNUBOI-YWVKMMECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1R)-2endo-methylamino-bornane 生成 benzoylmethylbornylamine
  参考文献：
  名称：

  Forster, Journal of the Chemical Society, 1899, vol. 75, p. 943

  摘要：

  DOI：
• 作为产物：
  描述：

  (1R)-樟脑肟 在 戊醇 、 sodium 作用下， 生成 (1R)-2endo-methylamino-bornane
  参考文献：
  名称：

  563.循环碱基的立体化学研究。第三部分 用季铵盐消除Wagner-Meerwein的示例

  摘要：

  DOI：

  10.1039/jr9580002759

文献信息

• Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction
  作者：Marek Stankevič

  DOI：10.1039/c4ob02440k

  日期：——

  Treatment of diarylphosphinous acid-borane amides possessing chiral amido functionality with an alkali metal solution in liquid ammonia induced a preferential dearomatization of one aryl substituent at phosphorus leading to the formation of non-equimolar amounts of diastereomers. Diastereoselectivity of dearomatization depends strongly on the structure of a chiral auxiliary.

  用碱金属溶液在液氨中处理具有手性酰胺基官能团的二芳基次膦酸-硼烷酰胺会诱导一个芳基取代基在磷上优先脱芳香化，导致形成非等摩尔量的非对映异构体。脱芳香化的非对映选择性很大程度上取决于手性助剂的结构。
• Sulfonyl Compound as Inhibitors of 11-Beta-Hydroxysteroid Dehydrogenase-1
  申请人：Waddell Sherman T.

  公开号：US20080318930A1

  公开（公告）日：2008-12-25

  Sulfonyl derivatives of structural formula I are selective inhibitors of the 11β-hydroxysteroid dehydrogenase-1. The compounds are useful for the treatment of diabetes, such as noninsulin-dependent diabetes (NIDDM), hyperglycemia, obesity, insulin resistance, dyslipidemia, hyperlipidemia, hypertension, Metabolic Syndrome or Syndrome X, and other symptoms associated with NIDDM.

  结构式I的磺酰衍生物是11β-羟基类固醇脱氢酶-1的选择性抑制剂。这些化合物可用于治疗糖尿病，如非胰岛素依赖性糖尿病（NIDDM），高血糖，肥胖症，胰岛素抵抗，血脂异常，高脂血症，高血压，代谢综合征或综合征X以及与NIDDM相关的其他症状。
• 1,5-Asymmetric Induction in Squarate Cascades. Conformational Control of Helicity by Chiral Amino Substituents during Conrotatory Octatetraene Cyclization Prior to β-Elimination
  作者：Leo A. Paquette、Jinsung Tae

  DOI：10.1021/jo9722921

  日期：1998.3.1

  Both the sigmatropic and electrocyclic rearrangement pathways that can arise when a pair of alkenyl anions are added to a squarate ester have high stereochemical demands. The distinction is nontrivial. When cis addition occurs initially, the stereoinduction that materializes at this point is fully transmitted into the product(s). The more commonly observed trans addition exhibits fleeting stereochemical consequences because of rapid equilibration of the octatetraenyl intermediates. In this instance, product distribution is governed by the relative rates of conrotatory cyclization at this advanced stage. Herein reported is a complete dissection of a squarate cascade when a stereogenic center attached to an amino substituent effects 1,5-asymmetric induction prior to B-elimination of the entire fragment. Deuterium labeling permits a direct measure of the contrasting kinetic imbalances associated with the two possible modes of alkenyl anion addition. Furthermore; quantitative analysis of the partitioning experienced by the two helical octatetraenes is readily accomplished. This work constitutes the first example where a complete dynamic profile for these complex processes has been possible. The fact that long-range asymmetric induction has been instrumental in solving the mechanistic puzzle is noteworthy.
• Wegler; Rueber, Chemische Berichte, 1935, vol. 68, p. 1055,1057
  作者：Wegler、Rueber

  DOI：——

  日期：——
• Forster, Journal of the Chemical Society, 1899, vol. 75, p. 942,1152,1153
  作者：Forster

  DOI：——

  日期：——