甲基N-乙酰基-4-氟苯丙氨酸酯 | 87586-97-8

• 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: 甲基N-乙酰基-4-氟苯丙氨酸酯
• 中文别名: 乙酮,1-(2,3-二氢-5-甲基-1H-吡咯-1-基)-2,2,2-三氟-
• 英文名称: N-acetyl-(R,S)-4-fluorophenylalanine methyl ester
• 英文别名: methyl 2-acetamido-3-(4-fluorophenyl)propanoate；N-acetyl-D-4-fluorophenylalanine methyl ester
• CAS: 87586-97-8
• 化学式: C₁₂H₁₄FNO₃
• 分子量: 239.246
• InChiKey: XFWKZSCMMSEAOU-UHFFFAOYSA-N

物化性质

• 沸点：
  395.9±32.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  甲基N-乙酰基-4-氟苯丙氨酸酯 在 sodium hydroxide 作用下， 以 水 为溶剂， 以98%的产率得到(S)-2-acetylamino-3-(4-fluorophenyl)propionic acid
  参考文献：
  名称：

  Tyagi, O D; Boll, P M; Parmar, V S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 12, p. 851 - 854

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰氨基-3-(4-氟苯基)-2-甲氧基丙酸甲酯 在 三乙基硅烷 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以75%的产率得到甲基N-乙酰基-4-氟苯丙氨酸酯
  参考文献：
  名称：

  The Heck–Matsuda arylation of 2-hetero-substituted acrylates

  摘要：

  The Heck-Matsuda arylation of 2-aza and 2-oxo-substituted acrylates is described. Several reaction conditions were evaluated including the influence of solvents, temperature, catalysts, and stoichiometry. While the oxygenated system was successfully arylated in benzonitrile with Pd-2(dba)(3) as catalyst, the aza-acrylate furnished methoxylated products. The methoxylated products were subjected to an elimination/reduction protocol to obtain the corresponding N,O-protected phenylalanine derivatives. A one-pot procedure for the preparation of phenylalanine derivatives from 2-aza-substituted acrylates is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.132

文献信息

• Chiral bisphosphine ligands based on quinoline oligoamide foldamers: application in asymmetric hydrogenation
  作者：Lu Zheng、Dan Zheng、Yanru Wang、Chengyuan Yu、Kun Zhang、Hua Jiang

  DOI：10.1039/c9ob01649j

  日期：——

  A series of chiral bisphosphine ligands were designed and synthesized based on single-handed quinoline oligoamide foldamers. The bisphosphine ligands can coordinate with Rh(cod)2BF4 in a 1 : 1 stoichiometry and the resulted chiral Rh(I) catalysts were applied in the asymmetric hydrogenation of α-dehydroamino acid esters, in which excellent conversions and promising levels of enantioselectivity were

  基于单手喹啉寡酰胺折叠剂设计和合成了一系列手性双膦配体。双膦配体可以以1：1的化学计量比与Rh（cod）2 BF 4配位，并将所得的手性Rh（I）催化剂用于α-脱氢氨基酸酯的不对称加氢中，其中出色的转化率和对映选择性水平很有希望实现了。
• Synthesis of unnatural amino acid derivatives via palladium-catalyzed 1,4-addition of boronic acids
  作者：Devalina Ray、Abijah M. Nyong、Amarnath Natarajan

  DOI：10.1016/j.tetlet.2010.03.034

  日期：2010.5

  Aryl and alkenyl amino acid derivatives were synthesized by a palladium-catalyzed 1,4-addition of the corresponding boronic acids to 2-acetamidoacrylate.

  芳基和链烯基氨基酸衍生物是通过钯催化的 1,4-加成反应将相应的硼酸加成到 2-乙酰氨基丙烯酸酯来合成的。
• Chiral Rh phosphine–phosphite catalysts immobilized on ionic resins for the enantioselective hydrogenation of olefins in water
  作者：P. Kleman、P. Barbaro、A. Pizzano

  DOI：10.1039/c5gc00485c

  日期：——

  Rh phosphine–phosphite chiral catalysts immobilized on ion exchange resins provide highly enantioselective hydrogenation of enamides in water.

  Rh膦-膦酯手性催化剂固定在离子交换树脂上，在水中提供高度对映选择性的烯酰胺加氢。
• [EN] DIRECT PALLADIUM-CATALYZED AROMATIC FLUORINATION<br/>[FR] FLUORATION AROMATIQUE DIRECTE CATALYSÉE PAR DU PALLADIUM
  申请人：HARVARD COLLEGE

  公开号：WO2017156265A1

  公开（公告）日：2017-09-14

  Provided herein are palladium complexes comprising a ligand of Formula (Α') and a ligand of Formula (B), wherein R1-R18 are as defined herein. The palladium complexes are useful in methods of fluorinating aryl and heteroaryl substrates. Further provided are compositions and kits comprising the palladium complexes.

  本文提供了包含配体Α'的钯配合物和配体B的钯配合物，其中R1-R18如本文所定义。这些钯配合物可用于氟化芳基和杂环芳基底物的方法。此外，还提供了包含这些钯配合物的组合物和试剂盒。
• The use of a new carboranylamidophosphite ligand in the asymmetric Rh-catalyzed hydrogenation of α- and β-dehydroamino acid derivatives
  作者：Sergey E. Lyubimov、Eugenie A. Rastorguev、Tatiana A. Verbitskaya、Pavel V. Petrovskii、Evamarie Hey-Hawkins、Valery N. Kalinin、Vadim A. Davankov

  DOI：10.1016/j.poly.2011.02.003

  日期：2011.4

  hite ligand was synthesized and tested in the Rh-catalyzed asymmetric hydrogenation of α- and β-dehydroamino acid derivatives (up to 93% ee). The catalytic performance is affected greatly by temperature and the nature of solvents. Importantly, we have shown that in the hydrogenation of the β-dehydroamino acid derivatives the use of acidic 1,1,1,3,3,3-hexafluoro-2-propanol led to a significant increase

  摘要合成了新的手性碳硼烷酰胺基亚磷酸酯配体，并在Rh催化的α-和β-脱氢氨基酸衍生物（ee高达93％）的不对称加氢中进行了测试。催化性能受温度和溶剂性质的很大影响。重要的是，我们已经表明，与异丙醇相比，在β-脱氢氨基酸衍生物的氢化中，使用酸性1,1,1,3,3,3,3-六氟-2-丙醇可导致对映选择性显着提高。 。