(R)-1-(4-fluorophenyl)pentan-1-amine | 239105-46-5

• 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: (R)-1-(4-fluorophenyl)pentan-1-amine
• 英文别名: (1R)-1-(4-Fluorophenyl)pentylamine；(1R)-1-(4-fluorophenyl)pentan-1-amine
• CAS: 239105-46-5
• 化学式: C₁₁H₁₆FN
• 分子量: 181.253
• InChiKey: HCJGKNUUHOOUJS-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-fluorobenzenecarbaldehyde-N-<(1R)-1-(hydroxymethyl)propyl>-N-methylhydrazone 在 palladium on activated charcoal 盐酸 、 氢气 、 magnesium 作用下， 以 乙醇 为溶剂， 110.0~120.0 ℃ 、600.0 kPa 条件下， 反应 24.0h， 生成 (R)-1-(4-fluorophenyl)pentan-1-amine
  参考文献：
  名称：

  通过将格氏试剂中间添加到衍生自（R）-（-）-2-氨基丁烷-1-醇的手性中进一步合成α-芳基烷胺的对映选择性

  摘要：

  与手性肼各种芳香醛的反应（[R ）- （ - ） - 2，衍生自2-氨基丁-1-醇（[R ）- （ - ） - 1，得到相应的腙5 - 12。映选择性加成将EtMgBr或Ñ -BuMgBr到5 - 8，得到三取代的肼13A - ˚F（DES = 100％）。后者的N - N键的催化氢解（6 bar / Pd–C / 110°C / 5 h）提供了对映异构体富集的α-芳基烷胺（R）-（+）- 14a - f （ee = 90–93％）。

  DOI：

  10.1016/s0957-4166(99)00146-9

文献信息

• Optically active 1-(fluoro-, trifluoromethyl-or trifluoromethoxy-substituted phenyl) alkylamine n-monoalkyl derivatives and process for producing same
  申请人：——

  公开号：US20040235961A1

  公开（公告）日：2004-11-25

  An optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy-substituted phenyl)alkylamine N-monoalkyl derivative represented by the formula 4 is produced by a process including (a) reacting an optically active secondary amine, represented by the formula 1, with an alkylation agent R 2 —X, in the presence of a base, thereby converting the secondary amine into an optically active tertiary amine represented by the formula 3; and (b) subjecting the tertiary amine to a hydrogenolysis, thereby producing the N-monoalkyl derivative, 1 wherein R represents a fluorine atom, trifluoromethyl group or trifluoromethoxy group, n represents an integer of from 1 to 5, each of R 1 and R 2 independently represents an alkyl group having a carbon atom number of from 1 to 6, Me represents a methyl group, Ar represents a phenyl group or 1- or 2-naphthyl group, * represents a chiral carbon, and X represents a leaving group.

  以式 4 为代表的光学活性 1-(氟、三氟甲基或三氟甲氧基取代苯基)烷基胺 N-单 烷基衍生物的制备方法包括 (a) 式 1 所代表的光学活性仲胺与烷基化剂 R 2 -X，在碱存在下反应，从而将仲胺转化为由式 3 表示的光学活性叔胺；以及 (b) 将叔胺进行氢解，从而生成 N-单烷基衍生物、 1 其中 R 代表氟原子、三氟甲基或三氟甲氧基，n 代表 1 至 5 的整数，每个 R 1 和 R 2 分别代表碳原子数为 1 至 6 的烷基，Me 代表甲基，Ar 代表苯基或 1 或 2-萘基，* 代表手性碳，X 代表离去基团。
• OPTICALLY ACTIVE 1-(FLUORO-,TRIFLUOROMETHYL-OR TRIFLUOROMETHOXY-SUBSTITUTED PHENYL)ALKYLAMINE N-MONOALKYL DERIVATIVES AND PROCESS FOR PRODUCING SAME
  申请人：CENTRAL GLASS COMPANY, LIMITED

  公开号：EP1530562B1

  公开（公告）日：2011-11-30
• Optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy- substituted phenyl)alkylamine N-monoalkyl derivatives and process for producing same
  申请人：Ishii Akihiro

  公开号：US20070142670A1

  公开（公告）日：2007-06-21

  An optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy-substituted phenyl)alkylamine N-monoalkyl derivative represented by the formula 4 is produced by a process including (a) reacting an optically active secondary amine, represented by the formula 1, with an alkylation agent R 2 —X, in the presence of a base, thereby converting the secondary amine into an optically active tertiary amine represented by the formula 3; and (b) subjecting the tertiary amine to a hydrogenolysis, thereby producing the N-monoalkyl derivative, wherein R represents a fluorine atom, trifluoromethyl group or trifluoromethoxy group, n represents an integer of from 1 to 5, each of R 1 and R 2 independently represents an alkyl group having a carbon atom number of from 1 to 6, Me represents a methyl group, Ar represents a phenyl group or 1- or 2-naphthyl group, * represents a chiral carbon, and X represents a leaving group.
• US7186865B2
  申请人：——

  公开号：US7186865B2

  公开（公告）日：2007-03-06
• US7368609B2
  申请人：——

  公开号：US7368609B2

  公开（公告）日：2008-05-06