N-(trans-cinnamoyl)-valine methyl ester | 177270-09-6

• 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: N-(trans-cinnamoyl)-valine methyl ester
• 英文别名: N-Cinnamoyl-D,L-valine methyl ester；methyl (2S)-3-methyl-2-[[(E)-3-phenylprop-2-enoyl]amino]butanoate
• CAS: 177270-09-6
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: FPCRRVNOCVWNIW-HBWSCVEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 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：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(trans-cinnamoyl)-valine methyl ester 在 polyaniline supported Co(II)-salen 氧气 、 异丁醛 作用下， 以 乙腈 为溶剂， 生成 (S)-2-[(2S,3R)-3-(4-Bromo-phenylamino)-2-hydroxy-3-phenyl-propionylamino]-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Polyaniline supported cobalt(II)-salen catalyst: One pot synthesis of β-phenylisoserine derivatives from cinnamoyl amide

  摘要：

  A novel one pot conversion of cinnamoyl amides to the corresponding beta-phenylisoserine derivatives war developed by employing polyaniline supported cobalt(ll)-salen catalysed formation of the epoxide followed by its opening with anilines at ambient conditions. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00499-1
• 作为产物：
  描述：

  肉桂酸 、 L-缬氨酸甲酯盐酸盐 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以83%的产率得到N-(trans-cinnamoyl)-valine methyl ester
  参考文献：
  名称：

  Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate

  摘要：

  Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling Of Conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various Substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.082

文献信息

• Polyaniline supported cobalt(II) catalyst: Oxidation of alkenes with molecular oxygen
  作者：Bhaskar C Das、Javed Iqbal

  DOI：10.1016/s0040-4039(97)00045-2

  日期：1997.2

  Polyaniline supported Co(II) acetate catalyses the oxidation of different alkenes in the presence of 2-methylpropanal under the oxygen atmosphere at ambient temperature This catalyst can be tensed for epoxidations without any decline in its catalytic efficiency.

  聚苯胺负载的乙酸钴（II）在2-甲基丙醛的存在下，在环境温度下的氧气气氛下，催化不同烯烃的氧化。该催化剂可以进行环氧化反应而不会降低其催化效率。
• Carboxamidation of carboxylic acids with 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) without bases
  作者：Yukako Saito、Hidekazu Ouchi、Hiroki Takahata

  DOI：10.1016/j.tet.2008.09.094

  日期：2008.12

  Formation of carboxamides of a variety of carboxylic acids with the coupling reagent BBDI is described, This procedure permits a one pot and simple operation without the need of any bases and no base was required for even use of amine hydrochlorides. In addition, an approach to BBDI-catalyzed carboxamidation is examined. (C) 2008 Elsevier Ltd. All rights reserved.
• Iqbal, Javed; Mukhopadhyay, Manoj; Das, Bhaskar C., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1997, vol. 36, # 6, p. 498 - 506
  作者：Iqbal, Javed、Mukhopadhyay, Manoj、Das, Bhaskar C.、Rajesh、De, Asit、Sanghi, Rashmi、Jain, Swati、Nandy, Jyoti P.

  DOI：——

  日期：——
• Iqbal, Javed; Mukhopadhyay, Manoj; Das, Bhaskar C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 6, p. 498 - 506
  作者：Iqbal, Javed、Mukhopadhyay, Manoj、Das, Bhaskar C.、Rajesh、De, Asit、Sanghi, Rashmi、Jain, Swati、Nandy, Jyoti P.

  DOI：——

  日期：——
• DIFLUOROSTATONE ANTIVIRAL AGENTS
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0773926A1

  公开（公告）日：1997-05-21