methyl 3-(N,N-dimethylamino)butanoate | 33598-36-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-(N,N-dimethylamino)butanoate
• 英文别名: methyl 3-(dimethylamino)butanoate；methyl 3-dimethylamino-n-butyrate；3-dimethylamino-butyric acid methyl ester；3-Dimethylamino-buttersaeure-methylester；Dimethylamino-3 methyl-3 propionsaeuremethylester；3-Dimethylaminobuttersaeuremethylester
• CAS: 33598-36-6
• 化学式: C₇H₁₅NO₂
• 分子量: 145.202
• InChiKey: KQYAKXSGEDRRKF-UHFFFAOYSA-N

物化性质

• 沸点：
  166.2±23.0 °C(Predicted)
• 密度：
  0.935±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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 3-(N,N-dimethylamino)butanoate 生成 (2-methoxycarbonyl-1-methyl-ethyl)-trimethyl-ammonium; iodide
  参考文献：
  名称：

  Synthesis of compounds related to the methadols

  摘要：

  DOI：

  10.1021/jo50013a020
• 作为产物：
  描述：

  2-dimethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 巴豆酸甲酯 在 sodium t-butanolate 、 三环己基膦 作用下， 以 甲醇 为溶剂， 反应 17.0h， 以37%的产率得到methyl 3-(N,N-dimethylamino)butanoate
  参考文献：
  名称：

  氨基硼烷对选择性胺的烷氧基活化

  摘要：

  的（相互）动作的片：醇盐与SP的相互作用2 BPIN（引脚=频哪醇）部分在氨基硼烷形式原位路易斯酸-碱加合物[RO - →B（OR）2  N（R'）2使氨基部分作为强亲核试剂与几种亲电试剂反应，从而以直接且显着选择性的方式提供氨基醇，β-烯氨基酯和β-羟基酰胺（请参见方案）。

  DOI：

  10.1002/anie.201305098

文献信息

• The electrochemical fluorination of N-containing carboxylic acids (Part 4). Fluorination of methyl 3-dialkylamino-isobutyrates and methyl 3-dialkylamino-n-butyrates
  作者：Takashi Abe、Haruhiko Fukaya、Eiji Hayashi、Yoshio Hayakawa、Masakazu Nishida、Hajime Baba

  DOI：10.1016/0022-1139(93)03019-i

  日期：1994.2

  Several methyl esters of 3-dialkylamino-substituted n- and isobutyric acids have been subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides. Dimethyl, diethyl, pyrrolidino, morpholino, piperidino and N-methylpiperazino groups were investigated as dialkylamino substituents. The structure/yield relationship was evaluated both in terms of the structure of the acid and

  3-二烷基氨基取代的正丁酸和异丁酸的几种甲酯已经进行了电化学氟化反应，得到了相应的全氟代氟化物。研究了作为二烷基氨基取代基的二甲基，二乙基，吡咯烷基，吗啉代，哌啶子基和N-甲基哌嗪子基团。分别根据酸的结构和氨基的种类评价了结构/产率关系。由具有异丁酸骨架的甲酯比具有正丁酸基团的甲酯得到的全氟氟化物的收率更高，并且由具有环状氨基的酸得到的无氟氟化物的收率更高。
• 180. Aminoalkyl tertiary carbinols and derived products. Part II. 3-Amino-1 : 1-di-2′-thienyl-alkan-1-ols and -alk-1-enes
  作者：D. W. Adamson

  DOI：10.1039/jr9500000885

  日期：——
• A Simple Route to .alpha.-Substituted-.beta.-Amino Ester Precursors of Carbapenem Antibiotics
  作者：Patrick Perlmutter、Mark Tabone

  DOI：10.1021/jo00125a043

  日期：1995.10

  A three-step process is presented for the preparation of alpha-substituted-beta-amino esters which can serve as precursors to a key intermediate in carbapenem synthesis. The pivotal reaction in this sequence involves a highly diastereoselective conjugate addition reaction. Two series of alkenoates bearing a stereogenic substituent attached to C2 were prepared and their conjugate addition reactions with benzylamine studied under several different sets of conditions. Conjugate addition of benzylamine to alkenoates 7a and 7d, in methanol at room temperature, gave adducts 8a and Sd with virtually complete anti-diastereoselectivity. These two beta-amino esters bear the correct relative stereochemistry and side chain to serve as precursors for carbapenem antibiotic synthetic intermediates. The role of the allylic substituents of the alkenoates 7a-e in determining the stereochemical outcome of these additions is discussed. These conjugate additions were explored further by the preparation and conjugate addition reactions of the alpha,beta-disubstituted alkenoates 15a and 15b. It was found that the presence of a beta-substituent led to a dramatic reduction in yield although the same anti-diastereoselectivity was maintained. The relative stereochemistry of the adducts was established by examination of the relevant coupling constants in the H-1 NMR spectra of their tetrahydro-1,3-oxazine derivatives.
• US4985556A
  申请人：——

  公开号：US4985556A

  公开（公告）日：1991-01-15
• US7528140B2
  申请人：——

  公开号：US7528140B2

  公开（公告）日：2009-05-05