1-(phenylacetyl)-2-methoxypyrrolidine | 76469-95-9

• 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: 1-(phenylacetyl)-2-methoxypyrrolidine
• 英文别名: 2-methoxy-1-phenylacetylpyrrolidine；1-(2-Methoxypyrrolidin-1-yl)-2-phenylethanone
• CAS: 76469-95-9
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: MNSMVVLUHOQGHW-UHFFFAOYSA-N

物化性质

• 沸点：
  372.3±42.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(phenylacetyl)-2-methoxypyrrolidine 在 硫酸 作用下， 反应 4.0h， 以85%的产率得到1,2,3,10b-Tetrahydro-pyrrolo<2,1-a>isochinolin-5(6H)-on
  参考文献：
  名称：

  Electroorganic chemistry. 46. A new carbon-carbon bond forming reaction at the .alpha.-position of amines utilizing anodic oxidation as a key step

  摘要：

  DOI：

  10.1021/ja00395a029
• 作为产物：
  描述：

  甲醇 、 phenylacetylpyrrolidine 在 tetrabutylammonium tetrafluoroborate 作用下， 以72%的产率得到1-(phenylacetyl)-2-methoxypyrrolidine
  参考文献：
  名称：

  [EN] PROCESS FOR PRODUCING AMINO ACID DERIVATIVES
  [FR] PROCEDE DE PRODUCTION DE DERIVES D'ACIDES AMINES

  摘要：

  生产氨基酸衍生物的过程，其中（a）将保护氨基官能团的有机胺或保护氨基官能团的α-氨基酸经电化学反应，形成在α位激活的胺；（b）将激活的胺与至少含有3个碳原子且包含不饱和基团的碳负离子试剂反应，形成含有不饱和基团的不饱和胺，最接近氮的不饱和基团原子与氮之间至少相隔2个碳原子；（c）将不饱和胺氧化，形成氨基酸衍生物。

  公开号：

  WO2004087638A1

文献信息

• [EN] PROCESS FOR PRODUCING AMINO ACID DERIVATIVES<br/>[FR] PROCEDE DE PRODUCTION DE DERIVES D'ACIDES AMINES
  申请人：SOLVAY

  公开号：WO2004087638A1

  公开（公告）日：2004-10-14

  Process for producing amino acid derivatives, in which (a) an organic amine, the amino functionality of which is protected, or an α-amino acid, the amino functionality of which is protected, is subjected to an electrochemical reaction so as to form an amine which is activated in the α-position; (b) the activated amine is subjected to a reaction with a carbanionic reagent containing at least 3 carbon atoms and comprising an unsaturated group so as to form an unsaturated amine comprising an unsaturated group, the atom of the unsaturated group closest to the nitrogen being separated from the nitrogen by at least 2 carbon atoms; (c) the unsaturated amine is subjected to oxidation of the unsaturated group so as to form an amino acid derivative.

  生产氨基酸衍生物的过程，其中（a）将保护氨基官能团的有机胺或保护氨基官能团的α-氨基酸经电化学反应，形成在α位激活的胺；（b）将激活的胺与至少含有3个碳原子且包含不饱和基团的碳负离子试剂反应，形成含有不饱和基团的不饱和胺，最接近氮的不饱和基团原子与氮之间至少相隔2个碳原子；（c）将不饱和胺氧化，形成氨基酸衍生物。
• EP1613586A1
  申请人：——

  公开号：EP1613586A1

  公开（公告）日：2006-01-11
• Process for producing amino acid derivatives
  申请人：Callens Roland

  公开号：US20060276673A1

  公开（公告）日：2006-12-07

  Process for producing amino acid derivatives, in which (a) an organic amine, the amino functionality of which is protected, or an α-amino acid, the amino functionality of which is protected, is subjected to an electrochemical reaction so as to form an amine which is activated in the α-position; (b) the activated amine is subjected to a reaction with a carbanionic reagent containing at least 3 carbon atoms and comprising an unsaturated group so as to form an unsaturated amine comprising an unsaturated group, the atom of the unsaturated group closest to the nitrogen being separated from the nitrogen by at least 2 carbon atoms; (c) the unsaturated amine is subjected to oxidation of the unsaturated group so as to form an amino acid derivative.
• Electroorganic chemistry. 46. A new carbon-carbon bond forming reaction at the .alpha.-position of amines utilizing anodic oxidation as a key step
  作者：Tatsuya Shono、Yoshihiro Matsumura、Kenji Tsubata

  DOI：10.1021/ja00395a029

  日期：1981.3