(R)-3-mercapto-3,3-dimethyl-2-(piperidine-2-ylideneamino)-propanoic acid | 122861-59-0

• 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: (R)-3-mercapto-3,3-dimethyl-2-(piperidine-2-ylideneamino)-propanoic acid
• 英文别名: Valine, 3-mercapto-N-(3,4,5,6-tetrahydro-2-pyridinyl)-；(2R)-3-methyl-3-sulfanyl-2-(2,3,4,5-tetrahydropyridin-6-ylamino)butanoic acid
• CAS: 122861-59-0
• 化学式: C₁₀H₁₈N₂O₂S
• 分子量: 230.331
• InChiKey: CYVFFTFGKHVDNG-MRVPVSSYSA-N

物化性质

• 沸点：
  422.5±40.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  62.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-3-mercapto-3,3-dimethyl-2-(piperidine-2-ylideneamino)-propanoic acid 以 甲醇 为溶剂， 反应 12.0h， 以88%的产率得到2-isopropylidene-5,6,7,8-tetrahydro-2H-imidazo<1,2-a>pyridine-3-one
  参考文献：
  名称：

  Novel Derivatives of Biogenic ?-Aminoacids by ring transformations with lactam derivatives

  摘要：

  Binucleophilic biogenic alpha-aminoacids 1 such as cysteine, penicillamine, serine, and threonine react with lactam acetals 2 by condensation to bridged alpha-amidinoacids 3 or by condensation/ring transformation to 2-(omega-aminoalkyl)-1,3-azoline-4-carboxylic acids 6. Corresponding reactions with lactim ethers 7 afford analogous alpha-amidinoacids 8, condensed imidazolones 10 as their derivatives, omega-aminoalkyl-1,3-azolines 13 and, by further reaction with lactim ether 7, modified omega-amidinoalkyl-1,3-azolines 14.

  DOI：

  10.1002/prac.199533701117
• 作为产物：
  描述：

  2-乙氧基-3,4,5,6-四氢吡啶 、 L-青霉胺 以 甲醇 为溶剂， 反应 8.0h， 以91%的产率得到(R)-3-mercapto-3,3-dimethyl-2-(piperidine-2-ylideneamino)-propanoic acid
  参考文献：
  名称：

  Novel Derivatives of Biogenic ?-Aminoacids by ring transformations with lactam derivatives

  摘要：

  Binucleophilic biogenic alpha-aminoacids 1 such as cysteine, penicillamine, serine, and threonine react with lactam acetals 2 by condensation to bridged alpha-amidinoacids 3 or by condensation/ring transformation to 2-(omega-aminoalkyl)-1,3-azoline-4-carboxylic acids 6. Corresponding reactions with lactim ethers 7 afford analogous alpha-amidinoacids 8, condensed imidazolones 10 as their derivatives, omega-aminoalkyl-1,3-azolines 13 and, by further reaction with lactim ether 7, modified omega-amidinoalkyl-1,3-azolines 14.

  DOI：

  10.1002/prac.199533701117

文献信息

• GRANIK, V. G.;SHVARTS, G. YA.;GRIZIK, S. I.;TUGUSHEVA, N. Z.;FAERMARK, I.+, XIM.-FARMATS. ZH., 21,(1987) N 12, 1428-1433
  作者：GRANIK, V. G.、SHVARTS, G. YA.、GRIZIK, S. I.、TUGUSHEVA, N. Z.、FAERMARK, I.+

  DOI：——

  日期：——
• Novel Derivatives of Biogenic ?-Aminoacids by ring transformations with lactam derivatives
  作者：Antje Rottmann、J�rgen Liebscher

  DOI：10.1002/prac.199533701117

  日期：——

  Binucleophilic biogenic alpha-aminoacids 1 such as cysteine, penicillamine, serine, and threonine react with lactam acetals 2 by condensation to bridged alpha-amidinoacids 3 or by condensation/ring transformation to 2-(omega-aminoalkyl)-1,3-azoline-4-carboxylic acids 6. Corresponding reactions with lactim ethers 7 afford analogous alpha-amidinoacids 8, condensed imidazolones 10 as their derivatives, omega-aminoalkyl-1,3-azolines 13 and, by further reaction with lactim ether 7, modified omega-amidinoalkyl-1,3-azolines 14.