2-Methyl-α-(methylthio)acetophenone | 132310-49-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-α-(methylthio)acetophenone
• 英文别名: -dimethylsulfid；(o-Methyl-benzoyl)-dimethylsulfid；1-(2-Methylphenyl)-2-(methylsulfanyl)ethan-1-one；1-(2-methylphenyl)-2-methylsulfanylethanone
• CAS: 132310-49-7
• 化学式: C₁₀H₁₂OS
• 分子量: 180.271
• InChiKey: HNPSFAIRXGZWHV-UHFFFAOYSA-N

物化性质

• 沸点：
  286.6±23.0 °C(Predicted)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methyl-α-(methylthio)acetophenone 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Rh/DuanPhos-Catalyzed Asymmetric Hydrogenation of β-Acetylamino Vinylsulfides: An Approach to Chiral β-Acetylamino Sulfides

  摘要：

  Rh/DuanPhos-catalyzed asymmetric hydrogenation of challenging beta-acetylamino vinylsulfides has been developed; affording chiral beta-acetylamino, sulfides with high yield's and excellent ee's (up to, 99% ee). This novel methodology provides an efficient and' concise, synthetic route, to chiral beta-acetylamino sulfides. The potential utility of this protocol in the synthesis of Apremilast has also been disclosed.

  DOI：

  10.1021/acs.orglett.7b01115
• 作为产物：
  描述：

  1-甲基苯基乙酮 在 copper(ll) bromide 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 2-Methyl-α-(methylthio)acetophenone
  参考文献：
  名称：

  Rh/DuanPhos-Catalyzed Asymmetric Hydrogenation of β-Acetylamino Vinylsulfides: An Approach to Chiral β-Acetylamino Sulfides

  摘要：

  Rh/DuanPhos-catalyzed asymmetric hydrogenation of challenging beta-acetylamino vinylsulfides has been developed; affording chiral beta-acetylamino, sulfides with high yield's and excellent ee's (up to, 99% ee). This novel methodology provides an efficient and' concise, synthetic route, to chiral beta-acetylamino sulfides. The potential utility of this protocol in the synthesis of Apremilast has also been disclosed.

  DOI：

  10.1021/acs.orglett.7b01115

文献信息

• Kataoka, Tadashi; Tsutsumi, Kazuhiro; Kano, Kenji, Journal of the Chemical Society. Perkin transactions I, 1990, # 11, p. 3017 - 3025
  作者：Kataoka, Tadashi、Tsutsumi, Kazuhiro、Kano, Kenji、Mori, Kazuya、Miyake, Miho、et al.

  DOI：——

  日期：——
• KATAOKA, TADASHI;TSUTSUMI, KAZUHIRO;KANO, KENJI;MORI, KAZUYA;MIYAKE, MIHO+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N1, C. 3017-3025
  作者：KATAOKA, TADASHI、TSUTSUMI, KAZUHIRO、KANO, KENJI、MORI, KAZUYA、MIYAKE, MIHO+

  DOI：——

  日期：——
• Rh/DuanPhos-Catalyzed Asymmetric Hydrogenation of β-Acetylamino Vinylsulfides: An Approach to Chiral β-Acetylamino Sulfides
  作者：Wenchao Gao、Hui Lv、Xumu Zhang

  DOI：10.1021/acs.orglett.7b01115

  日期：2017.6.2

  Rh/DuanPhos-catalyzed asymmetric hydrogenation of challenging beta-acetylamino vinylsulfides has been developed; affording chiral beta-acetylamino, sulfides with high yield's and excellent ee's (up to, 99% ee). This novel methodology provides an efficient and' concise, synthetic route, to chiral beta-acetylamino sulfides. The potential utility of this protocol in the synthesis of Apremilast has also been disclosed.