methyl (2S)-2-(dimethylamino)propanoate | 42293-86-7

• 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: methyl (2S)-2-(dimethylamino)propanoate
• 英文别名: Alanine,N,N-dimethyl-,methyl ester(9ci)
• CAS: 42293-86-7
• 化学式: C₆H₁₃NO₂
• 分子量: 131.175
• InChiKey: YQALCVILRBWLNX-YFKPBYRVSA-N

物化性质

• 沸点：
  135.4±23.0 °C(Predicted)
• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  methyl (2S)-2-(dimethylamino)propanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (S)-2-(二甲氨基)-1-丙醇
  参考文献：
  名称：

  Gacek,M.; Undheim,K., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1975, vol. 29, p. 206 - 212

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 NN-二甲基-L-丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 methyl (2S)-2-(dimethylamino)propanoate
  参考文献：
  名称：

  带有碱性氨基酸衍生配体的Yb络合物催化不对称Aldol-Tishchenko反应

  摘要：

  简单的氨基酸衍生的酯已被认为是promising催化芳香族醛与脂肪族酮的羟醛-季琴科反应的手性来源。具有优异的产率，完全的抗-非甾体控制和对映体选择性高达50％ee的具有三个立体生成中心的1,3-抗二醇类化合物被分离出来。

  DOI：

  10.1016/j.tetasy.2011.02.026

文献信息

• FERMENTED FOOD EXTRACT COMPOSITION
  申请人：Shinshu University

  公开号：US20170182108A1

  公开（公告）日：2017-06-29

  Provided is a fermented food extract that has a blood pressure-lowering action and is useful as a functional health food or pharmaceutical composition. This fermented food extract is obtained by: subjecting a fermented food, preferably a fermented fagopyrum esculentum lyophilisate, to acetone extraction; eluting the fermented fagopyrum esculentum acetone extract using a solid phase extract cartridge filled with a resin to which a phenyl group is bonded, with formic acid-containing water used as an eluent; and fractionating and purifying the eluate using a column (PFP column) filled with a carrier to which a pentafluorophenyl group is bonded, with formic acid/methanol-containing water used as a mobile phase. This functional health food or pharmaceutical composition contains said extract or at least a part thereof as an active ingredient.

  提供的是一种具有降血压作用并可用作功能性健康食品或药用组合物的发酵食品提取物。该发酵食品提取物的获取方法包括：将发酵食品（最好是发酵荞麦冻干物）经过丙酮提取；使用装有与苯基结合的树脂的固相萃取柱来洗脱发酵荞麦丙酮提取物，使用含甲酸的水作为洗脱剂；并使用装有与五氟苯基结合的载体的柱（PFP柱）来分馏和纯化洗脱物，使用含甲酸/甲醇的水作为流动相。这种功能性健康食品或药用组合物含有所述提取物或其至少一部分作为活性成分。
• N-quaternary compounds—XXVIII
  作者：M. Gacek、K. Undheim

  DOI：10.1016/0040-4020(73)80029-8

  日期：1973.1

  The dichroic absorption of α-trimethylammonium carboxylic acids has been compared with that of α-amino acids. The quaternary acids were synthesized by methylation of amino acids or by the Menschutkin reaction between bromo acids and trimethylamine. The stereochemical course in the Menschutkin reaction is discussed. Rate of racemisation in alkaline solution of the synthesized quaternary acids has been

  已经比较了α-三甲基铵羧酸的二色性吸收和α-氨基酸的二色性吸收。通过氨基酸的甲基化或通过溴酸和三甲胺之间的Menschutkin反应合成季酸。讨论了Menschutkin反应中的立体化学过程。已经确定了在合成季酸的碱性溶液中外消旋的速率。
• Diastereoselection during 1,2-Addition of the Allylindium Reagent to α-Thia and α-Amino Aldehydes in Aqueous and Organic Solvents
  作者：Leo A. Paquette、Thomas M. Mitzel、Methvin B. Isaac、Curtis F. Crasto、William W. Schomer

  DOI：10.1021/jo970274d

  日期：1997.6.1

  The stereochemistry of the indium-promoted reaction of allyl bromide with alpha-thia (PhS and MeS), disubstituted alpha-amino (Bn2N, Me2N, isoindolyl), and protected alpha-amino aldehydes (Ac and Boc) in water has been evaluated. The reactions involving the sulfur derivatives are minimally diastereoselective, indicating that the allylindium reagent is not thiophilic. Chelation is not observed and pi-facial discrimination is achieved via Felkin-Ahn transition states under the steric control of the substituents. The Garner aldehyde is also anti-diastereoselective. Interestingly, N-acetylmannosamine is appreciably responsive to chelation control and is capable of generating 90% of the syn beta-amino alcohol when reacted in a 0.5 M NH4Cl solution. While the alpha-dibenzylamino substituent is too bulky to enter into complexation, the alpha-dimethylamino group is not and can lead to high levels (99%) of syn diastereomer. The size of other neighboring substituents does have an impact on pi-facial discrimination in these systems and can erode the stereoselectivity accordingly.
• Structure of the antibiotic OA-7653
  作者：Peter W. Jeffs、Benjamin Yellin、Luciano Mueller、Sarah L. Heald

  DOI：10.1021/jo00238a002

  日期：1988.2
• ALLOPURINOL PRODRUGS
  申请人：Holger Danskesvej 89

  公开号：EP0148883A1

  公开（公告）日：1985-07-24