(S)-2-Amino-N,N-dibenzyl-propionamide | 170033-63-3

• 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
• 英文名称: (S)-2-Amino-N,N-dibenzyl-propionamide
• 英文别名: N,N-Dibenzyl-L-alaninamide；(2S)-2-amino-N,N-dibenzylpropanamide
• CAS: 170033-63-3
• 化学式: C₁₇H₂₀N₂O
• 分子量: 268.359
• InChiKey: PKPZQIXGZGDZHY-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-Amino-N,N-dibenzyl-propionamide 在 硼烷四氢呋喃络合物 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (S)-N-<2--1-methylethyl>-L-alanine methyl ester
  参考文献：
  名称：

  Discovery of a piperazine urea based compound as a potent, selective, orally bioavailable melanocortin subtype-4 receptor partial agonist

  摘要：

  We report the discovery of piperazine urea based compound 1, a potent, selective, orally bioavailable melanocortin subtype-4 receptor partial agonist. Compound 1 shows anti-obesity efficacy without potentiating erectile activity in the rodent models. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.090
• 作为产物：
  描述：

  二苄胺 在 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 67.0h， 生成 (S)-2-Amino-N,N-dibenzyl-propionamide
  参考文献：
  名称：

  Asymmetric Synthesis of 2,6-Methylated Piperazines

  摘要：

  The complete series of enantiopure 2,6-methylated piperazines was synthesized utilizing two alternative reactions in the key bond-forming step. The dimethyl enantiomers, (2R,6R)- and (2S,6S)-2,6-dimethylpiperazine (1, 2), were prepared using either a diastereoselective triflate alkylation or a novel intramolecular Mitsunobu reaction to set the required stereochemistry. The monomethyl derivatives, (R)- and (S)-tert-butyl 2-methyl-1-piperazinecarboxylate (3, 4) were also synthesized employing the Mitsunobu cyclization strategy while the trimethyl compounds, (R)- and (S)-2,2,6-trimethylpiperazine (5, 6) were prepared using an enantiospecific triflate alkylation as the principal reaction. These methods represent efficient, general strategies for preparing a variety of 2,6-methylated piperazines for which the absolute stereochemistry can be readily controlled.

  DOI：

  10.1021/jo00118a039

文献信息

• Simple highly modular acyclic amine-catalyzed direct enantioselective addition of ketones to nitro-olefins
  作者：Yongmei Xu、Armando Córdova

  DOI：10.1039/b514783m

  日期：——

  Simple, highly modular primary amino acid derivatives catalyze the direct enantioselective addition of ketones to nitro-olefins with high stereocontrol and furnish the corresponding aldol products in high yield with up to >38 1 dr and up to 99% ee.

  简单，高度模块化的伯氨基酸衍生物可催化具有高立体控制性的酮直接对映选择性加成至硝基烯烃，并以高产率提供相应的羟醛产物，其产率最高> 38 1 dr，最高ee可达99％。
• QUINOLINE DERIVATIVES AS SMO INHIBITORS
  申请人：GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD.

  公开号：EP3124482B1

  公开（公告）日：2019-09-11
• Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine
  作者：John W. Mickelson、E.Jon Jacobsen

  DOI：10.1016/0957-4166(94)00341-8

  日期：1995.1

  The title compounds were prepared via two efficient routes. The first sequence utilized a diastereospecific triflate alkylation in the key bond forming step while the second method relied on a novel intramolecular Mitsunobu reaction to set the required stereochemistry
• US9938292B2
  申请人：——

  公开号：US9938292B2

  公开（公告）日：2018-04-10