(R)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfate | 19185-26-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfate
• 英文别名: D-Kynurenine sulfate；D-kynurenin; sulfate；D-Kynurenin; Sulfat；(R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfuric acid (1:1)；(2R)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid;sulfuric acid
• CAS: 19185-26-3
• 化学式: C₁₀H₁₂N₂O₃*H₂O₄S
• 分子量: 306.296
• InChiKey: KAXRWMOLNJZCEW-DDWIOCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  189
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-苄氧羰基-D-色氨酸 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 二甲基亚砜 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 为溶剂， 生成 (R)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfate
  参考文献：
  名称：

  A concise preparation of the non-proteinogenic amino acid l-kynurenine

  摘要：

  A concise and practical preparation of the non-proteinogenic amino acid L-kynurenine is reported. The synthetic approach is scalable and provides ready access to this valuable amino acid in either L- or D-stereochemistry starting from L- or D-tryptophan, respectively. In the optimized procedure, two discreet oxidation steps are applied sequentially to convert the tryptophan indole ring into the keto-aniline moiety contained within the kynurenine side chain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.055

文献信息

• A concise preparation of the non-proteinogenic amino acid l-kynurenine
  作者：Laurens H.J. Kleijn、Frederike M. Müskens、Sabine F. Oppedijk、Gerjan de Bruin、Nathaniel I. Martin

  DOI：10.1016/j.tetlet.2012.09.055

  日期：2012.11

  A concise and practical preparation of the non-proteinogenic amino acid L-kynurenine is reported. The synthetic approach is scalable and provides ready access to this valuable amino acid in either L- or D-stereochemistry starting from L- or D-tryptophan, respectively. In the optimized procedure, two discreet oxidation steps are applied sequentially to convert the tryptophan indole ring into the keto-aniline moiety contained within the kynurenine side chain. (C) 2012 Elsevier Ltd. All rights reserved.