(S)-benzyl 1,1-bis(ethylthio)-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propan-2-ylcarbamate | 1073536-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-benzyl 1,1-bis(ethylthio)-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propan-2-ylcarbamate
• 英文别名: benzyl N-[(2S)-1,1-bis(ethylsulfanyl)-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propan-2-yl]carbamate
• CAS: 1073536-46-5
• 化学式: C₂₄H₃₃NO₅S₂
• 分子量: 479.662
• InChiKey: BAZCYGHOQQUZLS-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 1,1-bis(ethylthio)-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propan-2-ylcarbamate 在 silver nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 生成 benzyl N-[(2S)-1-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-3-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

  摘要：

  A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature), The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.

  DOI：

  10.1021/jo8021988
• 作为产物：
  描述：

  benzyl N-[(2S)-1-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-3-oxopropan-2-yl]carbamate 、 乙硫醇 在 hafnium(IV) trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以93%的产率得到(S)-benzyl 1,1-bis(ethylthio)-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propan-2-ylcarbamate
  参考文献：
  名称：

  Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

  摘要：

  A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature), The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.

  DOI：

  10.1021/jo8021988