1-Naphthalenol, 1,2,3,4-tetrahydro-2-(phenylmethyl)-, trans- | 6261-33-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1-Naphthalenol, 1,2,3,4-tetrahydro-2-(phenylmethyl)-, trans-
• 英文别名: 2–benzyl–1,2,3,4–tetrahydronaphthalen–1–ol；trans-2-benzyl-1,2,3,4-tetrahydronaphthalen-1-ol；trans-2-Benzyl-1-tetralol
• CAS: 6261-33-2；6261-34-3；27019-10-9
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: CFFISWOZWAQCGR-RDJZCZTQSA-N

物化性质

• 熔点：
  113 °C
• 沸点：
  397.8±11.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-Naphthalenol, 1,2,3,4-tetrahydro-2-(phenylmethyl)-, trans- 在 戴斯-马丁氧化剂 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以55%的产率得到(S)-2-benzyl-1-tetralone
  参考文献：
  名称：

  Highly stereoselective synthesis of 1,3-aminoalcohols via Mannich reactions

  摘要：

  Diastereoselective synthesis of beta-amino ketones by a one-pot Mannich reaction and their subsequent reduction afforded sterically congested enantiomerically pure 1,3-aminoalcohols in high diastereoselectivity: dr up to >98:<2 over two steps. The absolute configurations of the newly created stereogenic centers were assigned by NMR spectroscopy and chemical correlation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00342-0
• 作为产物：
  描述：

  1-(3,4-二氢萘-1-基)吡咯烷 在 palladium on activated charcoal lithium aluminium tetrahydride 、 甲酸铵 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 反应 7.5h， 生成 1-Naphthalenol, 1,2,3,4-tetrahydro-2-(phenylmethyl)-, trans-
  参考文献：
  名称：

  Highly stereoselective synthesis of 1,3-aminoalcohols via Mannich reactions

  摘要：

  Diastereoselective synthesis of beta-amino ketones by a one-pot Mannich reaction and their subsequent reduction afforded sterically congested enantiomerically pure 1,3-aminoalcohols in high diastereoselectivity: dr up to >98:<2 over two steps. The absolute configurations of the newly created stereogenic centers were assigned by NMR spectroscopy and chemical correlation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00342-0

文献信息

• Cross-coupling reaction of alcohols for carbon–carbon bond formation using pincer-type NHC/palladium catalysts
  作者：Osamu Kose、Susumu Saito

  DOI：10.1039/b914618k

  日期：——

  A cross-coupling reaction of different alcohols was achieved using a pincer-type NHC/PdBr complex as the catalyst precursor, and the reaction, under either Ar or H2 gas, displayed a broad substrate scope with respect to both primary and secondary alcohol components, with high alcohol product selectivity.

  使用夹持型NHC/PdBr复合物作为催化剂前体，成功实现了不同醇类的交叉偶联反应，该反应在氩气或氢气环境下进行，对一级和二级醇类底物显示出广泛的适应性，并且具有高的醇类产物选择性。
• Highly stereoselective synthesis of 1,3-aminoalcohols via Mannich reactions
  作者：Michael Kossenjans、Jürgen Martens

  DOI：10.1016/s0957-4166(99)00342-0

  日期：1999.8

  Diastereoselective synthesis of beta-amino ketones by a one-pot Mannich reaction and their subsequent reduction afforded sterically congested enantiomerically pure 1,3-aminoalcohols in high diastereoselectivity: dr up to >98:<2 over two steps. The absolute configurations of the newly created stereogenic centers were assigned by NMR spectroscopy and chemical correlation. (C) 1999 Elsevier Science Ltd. All rights reserved.