(R)-3-Ethylsulfanyl-2-methyl-propionic acid | 159847-94-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-3-Ethylsulfanyl-2-methyl-propionic acid
• 英文别名: (2R)-3-(Ethylthio)-2-methylpropanoic acid；(2R)-3-ethylsulfanyl-2-methylpropanoic acid
• CAS: 159847-94-6
• 化学式: C₆H₁₂O₂S
• 分子量: 148.226
• InChiKey: WWBWLALUPIFLAU-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (R)-3-Ethylsulfanyl-2-methyl-propionic acid 以 乙醚 为溶剂， 以96%的产率得到(R)-3-Ethylsulfanyl-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  Asymmetric Michael addition of thiols to (1R,2R,4R)-(−)-2,10-N-enoylcamphorsultam

  摘要：

  Lithium base promoted stereoselective Michael addition of thiols to N-methacryloylcamphorsultam produced the corresponding addition products in 66% to 90% diastereoselectivity. Hydrolysis of the Michael product with three equivalents of lithium hydroxide in THF/H2O gave the corresponding optically active beta-thioester with no sign of any racemization, and recovered camphorsultam quantitatively.

  DOI：

  10.1016/0957-4166(94)80155-x
• 作为产物：
  描述：

  1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-ethylsulfanyl-2-methyl-propan-1-one 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以95%的产率得到(R)-3-Ethylsulfanyl-2-methyl-propionic acid
  参考文献：
  名称：

  Asymmetric Michael addition of thiols to (1R,2R,4R)-(−)-2,10-N-enoylcamphorsultam

  摘要：

  Lithium base promoted stereoselective Michael addition of thiols to N-methacryloylcamphorsultam produced the corresponding addition products in 66% to 90% diastereoselectivity. Hydrolysis of the Michael product with three equivalents of lithium hydroxide in THF/H2O gave the corresponding optically active beta-thioester with no sign of any racemization, and recovered camphorsultam quantitatively.

  DOI：

  10.1016/0957-4166(94)80155-x

文献信息

• COMPOUNDS AND METHODS OF TREATING OCULAR DISORDERS
  申请人：Palczewski Krzysztof

  公开号：US20120295895A1

  公开（公告）日：2012-11-22

  A method of treating an ocular disorder in a subject associated with aberrant all-trans-retinal clearance in the retina, the method comprising administering to the subject a therapeutically effective amount of a primary amine compound of formula: wherein R 1 is an aliphatic and/or aromatic compound.
• US8722669B2
  申请人：——

  公开号：US8722669B2

  公开（公告）日：2014-05-13
• Asymmetric Michael addition of thiols to (1R,2R,4R)-(−)-2,10-N-enoylcamphorsultam
  作者：Wen-Jiuan Tsai、Yi-Tsong Lin、Biing-Jiun Uang

  DOI：10.1016/0957-4166(94)80155-x

  日期：1994.7

  Lithium base promoted stereoselective Michael addition of thiols to N-methacryloylcamphorsultam produced the corresponding addition products in 66% to 90% diastereoselectivity. Hydrolysis of the Michael product with three equivalents of lithium hydroxide in THF/H2O gave the corresponding optically active beta-thioester with no sign of any racemization, and recovered camphorsultam quantitatively.