ethyl 3-amino-2-methylpropanoate | 187886-06-2

• 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
• 英文名称: ethyl 3-amino-2-methylpropanoate
• 英文别名: α-methyl-β-alanine ethyl ester；2(R)-methyl-3-amino-propanoic acid ethyl ester；(R)-Ethyl 3-amino-2-methylpropanoate；ethyl (2R)-3-amino-2-methylpropanoate
• CAS: 187886-06-2
• 化学式: C₆H₁₃NO₂
• 分子量: 131.175
• InChiKey: XBEVGFLLWVWHCF-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-amino-2-methylpropanoate 在 盐酸 作用下， 以 水 为溶剂， 反应 12.0h， 以19 mg的产率得到(R)-3-氨基-2-甲基丙酸
  参考文献：
  名称：

  Organocatalytic Asymmetric Transferhydrogenation of β-Nitroacrylates: Accessing β²-Amino Acids

  摘要：

  We describe a highly efficient and enantioselective Hantzsch ester mediated conjugate reduction of beta-nitroacrylates that is catalyzed by a Jacobsen thiourea catalyst as a key step in a new route to optically active beta2-amino acids.

  DOI：

  10.1021/ja8069852
• 作为产物：
  描述：

  (R)-2-甲基-3-硝基丙酸乙酯 在 10% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 ethyl 3-amino-2-methylpropanoate
  参考文献：
  名称：

  Organocatalytic Asymmetric Transferhydrogenation of β-Nitroacrylates: Accessing β²-Amino Acids

  摘要：

  We describe a highly efficient and enantioselective Hantzsch ester mediated conjugate reduction of beta-nitroacrylates that is catalyzed by a Jacobsen thiourea catalyst as a key step in a new route to optically active beta2-amino acids.

  DOI：

  10.1021/ja8069852

文献信息

• Lipases in β-Dipeptide Synthesis in Organic Solvents
  作者：Xiang-Guo Li、Liisa T. Kanerva

  DOI：10.1021/ol0623163

  日期：2006.11.1

  lipase-catalyzed reactions where N-acetylated beta-amino esters were first activated as 2,2,2-trifluoroethyl esters with Candida antarctica lipase B (CAL-B). The activated esters were then used to acylate beta-amino ester in the presence of Candida antarctica lipase A (CAL-A) in dry Et2O or i-Pr2O. [reaction: see text].

  通过两步脂肪酶催化反应制备了许多β-二肽，其中首先将N-乙酰化的β-氨基酯与南极假丝酵母脂肪酶B（CAL-B）活化为2,2,2-三氟乙基酯。然后，在干燥的Et2O或i-Pr2O中，在南极假丝酵母脂肪酶A（CAL-A）存在的情况下，将活化的酯用于酰化β-氨基酯。[反应：请参见文字]。
• Vitronectin receptor antagonists
  申请人：SmithKline Beecham Corporation

  公开号：US20010034445A1

  公开（公告）日：2001-10-25

  Compounds of formula (I) are disclosed which are vitronectin receptor antagonists useful in the treatment of osteoporosis. 1

  式(I)的化合物被披露，它们是在治疗骨质疏松症中有用的维特龙蛋白受体拮抗剂。
• Urea derivatives useful as platelet aggregation inhibitors
  申请人：Monsanto Company

  公开号：US05314902A1

  公开（公告）日：1994-05-24

  Novel urea derivatives are provided which inhibit platelet aggregation. This invention also pertains to pharmaceutical compositions and methods of using such derivatives.

  提供了一种新型尿素衍生物，可以抑制血小板聚集。该发明还涉及药物组合物和使用这些衍生物的方法。
• Lipase-catalysed kinetic resolution in organic solvents: an approach to enantiopure α-methyl-β-alanine esters
  作者：Magdolna Solymár、Arto Liljeblad、László Lázár、Ferenc Fülöp、Liisa T. Kanerva

  DOI：10.1016/s0957-4166(02)00478-0

  日期：2002.9

  The Candida antarctica lipase A (CAL-A) and B (CAL-B)-catalysed resolutions of alpha-methyl-beta-alanine ethyl ester 1 wit neat ethyl and butyl butanoates and with 2,12-trifluoroethyl butanoate in organic solvents Were Studied, as were the alcoholyses in neat butanol and with methanol (0.8 M) in diisopropyl ether. The two enzymes, which display opposite (S for CAL-A and R for CAL-B) and low enantioselectivities (E=7-10), allowed the preparation of the two enantiomers in a two-step resolution protocol. The R enantiomer (ee=97%) was first separated as its Boc-protected derivative front the CAL-A-catalysed resolution mixture of (R)-1 and the enantiomerically enriched N-butanoylated counterpart. The enantiopurification of the latter gave the S enantiomer (ec=96%)) in the following CAL-B-catalysed 'interesterification' in butyl butanoate. (C) 2002 Elsevier Science Ltd. All rights reserved.
• VITRONECTIN RECEPTOR ANTAGONISTS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0895475A1

  公开（公告）日：1999-02-10