(2-(methylthio)phenyl)methanethiol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2-(methylthio)phenyl)methanethiol
• 英文别名: (2-methylsulfanylphenyl)methanethiol
• 化学式: C₈H₁₀S₂
• 分子量: 170.299
• InChiKey: ALPQZADWNNCESD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-(methylthio)phenyl)methanethiol 在 甲醇 、 三氟化硼乙醚 、 sodium methylate 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 6.0h， 生成 2-(methylthio)benzyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Palladium-Catalyzed C–S Bond Formation as a Tool for Latent–Active Glycosylation

  摘要：

  A high-yielding palladium-catalyzed C-S cross-coupling is presented for utilization in carbohydrate chemistry as a key transformation for attachment of a second chelating sulfur atom that allows the exploitation of a latent-active glycosylation strategy with Cu(OTf)(2) as the promoter. The novel approach employs o-Br-benzyl thioglycosides as latent glycosyl donors and o-SMe-benzyl thioglycosides as the active counterparts.

  DOI：

  10.1021/acs.orglett.0c02090
• 作为产物：
  描述：

  2-(甲基硫代)苯甲酸 在 lithium aluminium tetrahydride 、 三溴化磷 、 potassium thioacetate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 4.75h， 生成 (2-(methylthio)phenyl)methanethiol
  参考文献：
  名称：

  Palladium-Catalyzed C–S Bond Formation as a Tool for Latent–Active Glycosylation

  摘要：

  A high-yielding palladium-catalyzed C-S cross-coupling is presented for utilization in carbohydrate chemistry as a key transformation for attachment of a second chelating sulfur atom that allows the exploitation of a latent-active glycosylation strategy with Cu(OTf)(2) as the promoter. The novel approach employs o-Br-benzyl thioglycosides as latent glycosyl donors and o-SMe-benzyl thioglycosides as the active counterparts.

  DOI：

  10.1021/acs.orglett.0c02090

文献信息

• DEUTERATED NUCLEOSIDES
  申请人：CHATTOPADHYAYA, Jyoti

  公开号：EP0648220A1

  公开（公告）日：1995-04-19
• Sulfur-containing unsaturated carboxylate compound and its use
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1057808B1

  公开（公告）日：2007-03-14
• US6458908B1
  申请人：——

  公开号：US6458908B1

  公开（公告）日：2002-10-01
• Palladium-Catalyzed C–S Bond Formation as a Tool for Latent–Active Glycosylation
  作者：Christinne Hedberg、Kamilla S. Jessen、Rikke F. Hansson、Mads Heuckendorff、Henrik H. Jensen

  DOI：10.1021/acs.orglett.0c02090

  日期：2020.9.18

  A high-yielding palladium-catalyzed C-S cross-coupling is presented for utilization in carbohydrate chemistry as a key transformation for attachment of a second chelating sulfur atom that allows the exploitation of a latent-active glycosylation strategy with Cu(OTf)(2) as the promoter. The novel approach employs o-Br-benzyl thioglycosides as latent glycosyl donors and o-SMe-benzyl thioglycosides as the active counterparts.