2-N-acetylamino-3-(5-bromo-2-thienyl)-acrylic acid | 88991-26-8

• 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
• 英文名称: 2-N-acetylamino-3-(5-bromo-2-thienyl)-acrylic acid
• 英文别名: (2Z)-2-(acetylamino)-3-(5-bromothien-2-yl)acrylic acid；(Z)-2-acetamido-3-(5-bromothiophen-2-yl)prop-2-enoic acid
• CAS: 88991-26-8
• 化学式: C₉H₈BrNO₃S
• 分子量: 290.137
• InChiKey: KWVXJJQKIKNJOO-DAXSKMNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  94.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-N-acetylamino-3-(5-bromo-2-thienyl)-acrylic acid 在 盐酸 、 sodium hydroxide 、 L-天门冬氨酸 、 E_. coli strain 、 磷酸吡哆醛 作用下， 生成 L-3-(2-(5-溴噻吩))丙氨酸
  参考文献：
  名称：

  Asymmetric synthesis of l-thienylalanines

  摘要：

  L-Thienylalanines were prepared via the hydantoin and azlactone routes with the key step consisting of the microbial transamination of 2-hydroxy-3-thienylacrylic with L-aspartic acid as amino donor. The transamination reaction was performed by a genetically engineered E. coli strain on scales up to 100 g of L-3-(2-thienyl)alanine 1a and is also applicable to the preparation of the isomeric amino acid 1b and some ring-substituted derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00016-5
• 作为产物：
  描述：

  5-(5-bromo-2-thienyliden)-2-methyl-3-oxazolin-4-one 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-N-acetylamino-3-(5-bromo-2-thienyl)-acrylic acid
  参考文献：
  名称：

  Asymmetric synthesis of l-thienylalanines

  摘要：

  L-Thienylalanines were prepared via the hydantoin and azlactone routes with the key step consisting of the microbial transamination of 2-hydroxy-3-thienylacrylic with L-aspartic acid as amino donor. The transamination reaction was performed by a genetically engineered E. coli strain on scales up to 100 g of L-3-(2-thienyl)alanine 1a and is also applicable to the preparation of the isomeric amino acid 1b and some ring-substituted derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00016-5

文献信息

• Synthesis and Stereospecific Ring Opening of the (<i>Z</i>/<i>E</i>)-Isomers of 2-Methyl(Phenyl)-4-(thienylmethylene)-5(4<i>H</i>)-oxazolones
  作者：C. Cativiela、M. D. Diaz De Villegas、J. A. Mayoral、E. Melendez

  DOI：10.1055/s-1983-30556

  日期：——
• CATIVIELA, C.;DIAZ, DE, VILLEGAS, M. D.;MAYORAL, J. A.;MELENDEZ, E., SYNTHESIS, BRD, 1983, N 11, 899-902
  作者：CATIVIELA, C.、DIAZ, DE, VILLEGAS, M. D.、MAYORAL, J. A.、MELENDEZ, E.

  DOI：——

  日期：——
• Asymmetric synthesis of l-thienylalanines
  作者：Johannes Meiwes、Manfred Schudok、Gerhard Kretzschmar

  DOI：10.1016/s0957-4166(97)00016-5

  日期：1997.2

  L-Thienylalanines were prepared via the hydantoin and azlactone routes with the key step consisting of the microbial transamination of 2-hydroxy-3-thienylacrylic with L-aspartic acid as amino donor. The transamination reaction was performed by a genetically engineered E. coli strain on scales up to 100 g of L-3-(2-thienyl)alanine 1a and is also applicable to the preparation of the isomeric amino acid 1b and some ring-substituted derivatives. (C) 1997 Elsevier Science Ltd.