(R)-2-乙酰氨基-2-(2-氟苯基)丙酸 | 267401-33-2

• 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
• 中文名称: (R)-2-乙酰氨基-2-(2-氟苯基)丙酸
• 中文别名: (R)-(-)-N-乙酰基-Α-(2-氟苯基)-Α-甲基甘氨酸
• 英文名称: (R)-(-)-N-acetyl-α-(2-fluorophenyl)-α-methylglycine
• 英文别名: (R)-2-Acetamido-2-(2-fluorophenyl)propanoic acid；(2R)-2-acetamido-2-(2-fluorophenyl)propanoic acid
• CAS: 267401-33-2
• 化学式: C₁₁H₁₂FNO₃
• 分子量: 225.22
• InChiKey: HBKHMUVRKAWKKJ-LLVKDONJSA-N

物化性质

• 沸点：
  450.4±40.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 (R)-2-乙酰氨基-2-(2-氟苯基)丙酸 生成
  参考文献：
  名称：

  Water soluble phosphines

  摘要：

  Nucleophilic phosphination of the potassium or sodium salt of the fluorophenylalanines (1a, 2a) or -glycines (3a, 4a) with potassium phosphides Ph(R)PK (R = Me, Ph) yields chiral phosphine ligands (1-7) with amino acid moieties, The X-ray structure of 3 . 2H(2)O (space group Pbca) has been determined showing a betaine type structure for the amino acid moiety. The alpha-methyl derivatives of the phosphinophenylglycines (10, 11) were obtained in an analogous manner as 1-7, ortho- and para-Fluoroacetophenones have been employed as starting material for the syntheses of alpha-[4-fluorophenyl]-alpha-methylglycine (9c) and its ortho-isomer (8c). the X-ray structure of its monohydrate has been determined (space group P (1) over bar). The N-acetyl (3b, 8e) and ester derivatives (3d, 8d) of 3 and 8c are accessible using standard procedures. Resolution of the diastereomeric salt 12 obtained from (S)-(+)-2-hydroxymethylpyrrolidine and racem-8e by fractionated crystallization yielded the (S,R)-isomer. The absolute configuration of(S,R)-12 was determined by X-ray structural analysis (space group P2(1)2(1)2(1)). Cleavage of (S,R)-12 with hydrochloric acid gave enantiopure (R)-8e [alpha](D)(20) = - 30.9 degrees (c = 1, CH3OH). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00689-0
• 作为产物：
  描述：

  5-(2-氟苯基)-5-甲基-2,4-咪唑烷二酮 在 氢氧化钾 、 碳酸氢钠 、 L-脯氨醇 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 52.0h， 生成 (R)-2-乙酰氨基-2-(2-氟苯基)丙酸
  参考文献：
  名称：

  Water soluble phosphines

  摘要：

  Nucleophilic phosphination of the potassium or sodium salt of the fluorophenylalanines (1a, 2a) or -glycines (3a, 4a) with potassium phosphides Ph(R)PK (R = Me, Ph) yields chiral phosphine ligands (1-7) with amino acid moieties, The X-ray structure of 3 . 2H(2)O (space group Pbca) has been determined showing a betaine type structure for the amino acid moiety. The alpha-methyl derivatives of the phosphinophenylglycines (10, 11) were obtained in an analogous manner as 1-7, ortho- and para-Fluoroacetophenones have been employed as starting material for the syntheses of alpha-[4-fluorophenyl]-alpha-methylglycine (9c) and its ortho-isomer (8c). the X-ray structure of its monohydrate has been determined (space group P (1) over bar). The N-acetyl (3b, 8e) and ester derivatives (3d, 8d) of 3 and 8c are accessible using standard procedures. Resolution of the diastereomeric salt 12 obtained from (S)-(+)-2-hydroxymethylpyrrolidine and racem-8e by fractionated crystallization yielded the (S,R)-isomer. The absolute configuration of(S,R)-12 was determined by X-ray structural analysis (space group P2(1)2(1)2(1)). Cleavage of (S,R)-12 with hydrochloric acid gave enantiopure (R)-8e [alpha](D)(20) = - 30.9 degrees (c = 1, CH3OH). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00689-0

文献信息

• Water soluble phosphines
  作者：David J Brauer、Stefan Schenk、Stefan Roßenbach、Michael Tepper、Othmar Stelzer、Thomas Häusler、William S Sheldrick

  DOI：10.1016/s0022-328x(99)00689-0

  日期：2000.3

  Nucleophilic phosphination of the potassium or sodium salt of the fluorophenylalanines (1a, 2a) or -glycines (3a, 4a) with potassium phosphides Ph(R)PK (R = Me, Ph) yields chiral phosphine ligands (1-7) with amino acid moieties, The X-ray structure of 3 . 2H(2)O (space group Pbca) has been determined showing a betaine type structure for the amino acid moiety. The alpha-methyl derivatives of the phosphinophenylglycines (10, 11) were obtained in an analogous manner as 1-7, ortho- and para-Fluoroacetophenones have been employed as starting material for the syntheses of alpha-[4-fluorophenyl]-alpha-methylglycine (9c) and its ortho-isomer (8c). the X-ray structure of its monohydrate has been determined (space group P (1) over bar). The N-acetyl (3b, 8e) and ester derivatives (3d, 8d) of 3 and 8c are accessible using standard procedures. Resolution of the diastereomeric salt 12 obtained from (S)-(+)-2-hydroxymethylpyrrolidine and racem-8e by fractionated crystallization yielded the (S,R)-isomer. The absolute configuration of(S,R)-12 was determined by X-ray structural analysis (space group P2(1)2(1)2(1)). Cleavage of (S,R)-12 with hydrochloric acid gave enantiopure (R)-8e [alpha](D)(20) = - 30.9 degrees (c = 1, CH3OH). (C) 2000 Elsevier Science S.A. All rights reserved.