苯丙氨酸-N-羧酸二甲酯 | 70288-75-4

• 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: 苯丙氨酸-N-羧酸二甲酯
• 英文名称: 2-(Methoxycarbonalamino)-3-phenylpropionsaeure-methylester
• 英文别名: methyl 2-(methoxycarbonylamino)-3-phenylpropanoate；methyl N-carbomethoxyphenylalaninate；N-methoxycarbonyl-phenylalanine methyl ester；N-Methoxycarbonyl-phenylalanin-methylester；N-methoxycarbonylphenylalanine methyl ester；Phenylalanine-N-carboxylic acid dimethyl ester
• CAS: 70288-75-4
• 化学式: C₁₂H₁₅NO₄
• 分子量: 237.255
• InChiKey: JIHFRPSFLTXYEP-UHFFFAOYSA-N

物化性质

• 沸点：
  377.4±35.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯丙氨酸-N-羧酸二甲酯 在 盐酸 、 甲酸 作用下， 以 水 为溶剂， 反应 24.0h， 以97%的产率得到L-苯基丙氨酸盐酸盐(1:1)
  参考文献：
  名称：

  Effenberger, Franz; Drauz, Karlheinz; Foerster, Siegfried, Chemische Berichte, 1981, vol. 114, # 1, p. 173 - 189

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-苯丙氨酸 生成 苯丙氨酸-N-羧酸二甲酯
  参考文献：
  名称：

  Energetik der Bildung hochmolekularer Polypeptide

  摘要：

  DOI：

  10.1007/bf00897708

文献信息

• Processes for producing .alpha.-halo ketones, .alpha.-halohydrins and
  申请人：Kaneka Corporation

  公开号：US05929284A1

  公开（公告）日：1999-07-27

  Processes for efficiently producing .alpha.-halo ketones, .alpha.-halohydrins and epoxides on an industrial scale. The prosesses include one for producing an .alpha.-halo ketone of general formula (3) by decarboxylating a product of reaction between a carboxilic acid derivative of general formula (1) and a metal enolate prepared from an .alpha.-haloacetic acid of general formula (2) or an acceptable salt thereof, one for producing an by reducing the .alpha.-halo ketone (3), and one for producing an epoxide (13) by treating the .alpha.-halohydrin (11) with a base to effect ring closure. The above prosesses are particularly suitable for producing optically active .alpha.-halo ketones, .alpha.-halohydrins and epoxides from the corresponding .alpha.-amino acid derivatives. ##STR1##

  工业规模上高效生产α-卤代酮、α-卤代醇和环氧化合物的方法。这些方法包括通过脱羧一种由一般公式(1)的羧酸衍生物与由一般公式(2)的α-卤代乙酸或其可接受的盐制得的金属烯醇盐的反应产物来生产一般公式(3)的α-卤代酮的一种方法，通过还原α-卤代酮(3)来生产α-卤代醇的一种方法，以及通过用碱处理α-卤代醇(11)以实现环闭合来生产环氧化合物(13)的一种方法。上述过程特别适用于从相应的α-氨基酸衍生物生产光学活性的α-卤代酮、α-卤代醇和环氧化合物。
• Enantioselective reduction of CO and CN compounds with NADH model N,N,1,2,4-pentamethyl-1,4-dihydronicotinamide
  作者：Jos P. Versleijen、Mireille S. Sanders-Hovens、Sylvia A. Vanhommerig、Jozef A. Vekemans、Emmo M. Meijer

  DOI：10.1016/s0040-4020(01)87253-7

  日期：1993.8

  The scope and mechanism of enantioselective hydride transfer from NADH model 4 to prochiral CO and CN compounds were investigated. Efficient chirality transfer from 4 to α-keto esters and α-methoxycarbonylimino esters was achieved. The resemblance in reactivity and stereochemistry of the prochiral CO and CN-CO2Me functionalities in the hydride transfer reaction is attributed to the intervention

  研究了NADH 4型对映体选择性氢化物向前手性CO和CN化合物转移的范围和机理。实现了从4到α-酮酸酯和α-甲氧基羰基亚氨基酯的有效手性转移。在反应性和前手性CO和CN-CO的立体化学结构的相似2在氢化物转移反应我官能归因于相似的Mg的干预（CLO 4）2介导的三元复合物。
• A Polymer-Supported Rhodium Catalyst that Functions in Polar Protic Solvents
  作者：Rebecca A. Taylor、Brian P. Santora、Michel R. Gagné

  DOI：10.1021/ol005999+

  日期：2000.6.1

  macroporous polymers are excellent supports for heterogenizing rhodium alkene hydrogenation and hydroboration catalysts. The permanent pore structure of the support enables high conversions and excellent yields with minimal workup (filtering). These heterogenized catalysts can be reused, and due to the permanent pore structure, they function in a broad range of solvents including polar protic. Control

  高度交联的大孔聚合物是用于铑烯烃加氢和硼氢化催化剂异质化的极佳载体。载体的永久孔结构可实现高转化率，并以最少的后处理（过滤）获得优异的产率。这些异质催化剂可以重复使用，并且由于其永久的孔结构，它们可以在包括极性质子在内的各种溶剂中发挥作用。对照实验表明，催化仅在聚合物基质中发生，而不是由于催化剂的浸出。
• PROCESSES FOR PRODUCING ALPHA-HALO KETONES, ALPHA-HALOHYDRINS AND EPOXIDES
  申请人：KANEKA CORPORATION

  公开号：EP0754669A1

  公开（公告）日：1997-01-22

  Processes for efficiently producing α-halo ketones, α-halohydrins and epoxides on an industrial scale. The prosesses include one for producing an α-halo ketone of general formula (3) by decarboxylating a product of reaction between a carboxilic acid derivative of general formula (1) and a metal enolate prepared from an α-haloacetic acid of general formula (2) or an acceptable salt thereof, one for producing an by reducing the α-halo ketone (3), and one for producing an epoxide (13) by treating the α-halohydrin (11) with a base to effect ring closure. The above prosesses are particularly suitable for producing optically active α-halo ketones, α-halohydrins and epoxides from the corresponding α-amino acid derivatives.         R1COA     (1)

  在工业规模上高效生产α-卤酮、α-卤素和环氧化物的工艺。这些工艺包括通过对通式（1）的羧酸衍生物与通式（2）的α-卤乙酸或其可接受的盐制备的金属烯醇反应产物进行脱羧来生产通式（3）的α-卤酮的工艺，通过还原α-卤酮（3）来生产环氧化物的工艺，以及通过用碱处理α-卤水林（11）以实现闭环来生产环氧化物（13）的工艺。上述方法特别适用于从相应的α-氨基酸衍生物中生产光学活性α-卤酮、α-卤代卤素和环氧化物。 R1COA (1)
• Chiral Ligands Used in Transition Metal Catysts for Asymmetric Addition Reactions Especially Hydrogenation
  申请人：Pfaltz Andreas

  公开号：US20090171114A1

  公开（公告）日：2009-07-02

  Ligands of the formula (I) secondary phosphine-Q-P(═O)HR 1 (I) in the form of mixtures of diastereomers or pure diastereomers, in which secondary phosphine is a secondary phosphine group with hydrocarbon radicals or heterohydrocarbon radicals as substituents; Q is a bivalent bisaryl or bisheteroaryl radical with an axial chiral centre to which the two phosphorus atoms are bonded in the ortho positions to the bisaryl or bisheteroaryl bridge bond, or Q is a bivalent ferrocenyl radical with a planar chiral centre or without a planar chiral centre, to which the phosphorus atom of the secondary phosphine is bonded directly or via a C 1 -C 4 -carbon chain to a cyclopentadienyl ring, the —P*(═O)HR 1 group is bonded either on the same cyclopentadienyl ring in ortho position to the bonded secondary phosphine or on the other cyclopentadienyl ring; P* is a chiral phosphorus atom, and R 1 is a hydrocarbon radical, a heterohydrocarbon radical or a ferrocenyl radical, where R 1 is a ferrocenyl radical with a planar chiral centre when Q is a ferrocenyl radical without a planar chiral centre. Metal complexes of these ligands are homogeneous catalysts for asymmetric addition reactions, particularly hydrogenations.