烯丙基(S)-1-烯丙基吡咯烷-2-羧酸酯 | 114812-37-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 烯丙基(S)-1-烯丙基吡咯烷-2-羧酸酯
• 英文名称: allyl (S)-1-allylpyrrolidine-2-carboxylate
• 英文别名: L-N-allylproline allyl ester；Allyl (S)-1-allyl-2-pyrrolidinecarboxylate；prop-2-enyl (2S)-1-prop-2-enylpyrrolidine-2-carboxylate
• CAS: 114812-37-2
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: RREZBAHBYQGVGW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  烯丙基(S)-1-烯丙基吡咯烷-2-羧酸酯 在 四(三苯基膦)钯 aminomethyl resin-supported N-propylbarbituric acid 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以80%的产率得到(9ci)-1-(2-丙烯基)-L-脯氨酸
  参考文献：
  名称：

  在钯催化下使用固体负载的巴比妥酸轻松去除烯丙基和烯丙氧基羰基保护基团的策略

  摘要：

  固体负载的巴比妥酸可用于钯（0）催化的烯丙胺、氨基甲酸酯、碳酸酯、酯和醚的脱保护。这种固体支持的试剂有利于脱保护化合物的分离和纯化。尤其是酸和胺。

  DOI：

  10.1055/s-2003-39907
• 作为产物：
  描述：

  3-溴丙烯 、 L-脯氨酸 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 烯丙基(S)-1-烯丙基吡咯烷-2-羧酸酯
  参考文献：
  名称：

  Piel; Schirrmacher; Hamkens, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S381-S383

  摘要：

  DOI：

文献信息

• Efficient stereoconservative synthesis of 1-substituted (S)- and
  申请人：Astra Lakemedel Aktiebolag

  公开号：US05300660A1

  公开（公告）日：1994-04-05

  Stereoconservative method for preparation of an (R)- or (S)-isomer of the compound of the formula I with at least 95% optical purity ##STR1## wherein R.sup.1 is a hydrogen atom, a saturated or unsaturated lower alkyl group, a cycloalkyl group, or a group (CH.sub.2).sub.m Ph wherein m is 0-3 and Ph is a substituted or unsubstituted phenyl group including 1) O,N-dialkylation, directly or stepwise of (R)- or (S)-proline 2) aminolysis 3) reduction to formation of the (R)- or (S)-isomer of the compound of the formula I, and new intermediates II and III in optical active form obtained by the reaction steps above and wherein R.sup.2 is defined as R.sup.1 above. ##STR2##

  用立体保守方法制备化合物的(R)-或(S)-异构体，其光学纯度至少为95%，其中R.sup.1是氢原子、饱和或不饱和的较低烷基基团、环烷基基团，或基团(CH.sub.2).sub.m Ph，其中m为0-3，Ph是取代或未取代的苯基团，包括1）(R)-或(S)-脯氨酸的直接或分步O，N-二烷基化，2）氨解作用，3）还原生成化合物的(R)-或(S)-异构体的方法，以及通过上述反应步骤获得的具有光学活性形式的新中间体II和III，其中R.sup.2被定义为上述的R.sup.1。
• Intermediates for the stereoconservative synthesis of 1-substituted
  申请人：Aktiebolaget Astra

  公开号：US05468876A1

  公开（公告）日：1995-11-21

  Disclosed are (R)- and (S)-isomers of the compounds of the Formulas II and III with at least 95% optical purity ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and represent a hydrogen atom, a lower alkyl, lower alkenyl or lower alkynyl group, a cycloalkyl group or a group (CH.sub.2).sub.m Ph, wherein m is 0-3 and Ph is a substituted or unsubstituted phenyl group. These compounds are intermediates in the stereoconservative synthesis of 1-substituted (S)- and (R)-2-aminomethylpyrrolidines.

  本发明涉及式II和式III化合物的(R)-和(S)-异构体，其光学纯度至少为95％，其中R.sup.1和R.sup.2相同或不同，表示氢原子，低烷基，低烯基或低炔基基团，环烷基或(CH.sub.2).sub.m Ph基团，其中m为0-3，Ph为取代或未取代的苯基团。这些化合物是1-取代(S)-和(R)-2-氨甲基吡咯烷的立体保守合成中间体。
• In vitro affinities of various halogenated benzamide derivatives as potential radioligands for non-invasive quantification of D2-like dopamine receptors
  作者：Daniela Stark、Markus Piel、Harald Hübner、Peter Gmeiner、Gerhard Gründer、Frank Rösch

  DOI：10.1016/j.bmc.2007.07.017

  日期：2007.11

  Benzamide derivatives as radiotracers have played an important role in diagnosing malfunction in dopaminergic neurotransmission. A variety of halogenated and two unsubstituted benzamide derivatives were synthesised and their in vitro affinities to dopaminergic, serotonergic and adrenergic receptors and their lipophilicities were determined. As references IBZM (3), raclopride (4) and FLB457 (5) were tested as well. The two iodinated compounds NAE (27) and NADE (28) displayed K-i values of 0.68 and 14 nM for the D-2 receptor. The well-established radiotracers FP (1) and DMFP (2) showed affinities in the same range as did the brominated compounds NABrE (29) and NABrDE (30). The logD(7.4) values of 2.91 for NAE (27) and of 2.81 for NADE (28) are in the range of those found for IBZM (3), FP (1) and DMFP (2). These facts allow to expect good properties for the two iodinated compounds NAE (27) and NADE (28) regarding in vivo imaging with SPECT. (C) 2007 Elsevier Ltd. All rights reserved.
• Hoegberg, Thomas; Raemsby, Sten; Stroem, Peter, Acta Chemica Scandinavica, 1989, vol. 43, # 7, p. 660 - 664
  作者：Hoegberg, Thomas、Raemsby, Sten、Stroem, Peter

  DOI：——

  日期：——
• Kasperowicz-Frankowska, Katarzyna; Gzik, Anna; Dziemidkiewicz, Michal, Acta poloniae pharmaceutica, 2014, vol. 71, # 6, p. 994 - 1003
  作者：Kasperowicz-Frankowska, Katarzyna、Gzik, Anna、Dziemidkiewicz, Michal、Kolesi-Ska, Beata、Kamiski, Zbigniew J.

  DOI：——

  日期：——