(S)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate | 1073536-47-6

• 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)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate
• 英文别名: prop-2-enyl N-[(2S)-3-[3-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-5-methylphenyl]-1,1-bis(ethylsulfanyl)propan-2-yl]carbamate
• CAS: 1073536-47-6
• 化学式: C₂₅H₄₃NO₄S₂Si
• 分子量: 513.838
• InChiKey: VFALAJSBOQZRMI-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.04
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate 在 silver nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 生成 prop-2-enyl N-[(2S)-1-[3-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-5-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：

  prop-2-enyl N-[(2S)-1-[3-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-5-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94%的产率得到(S)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-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

文献信息

• Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds
  作者：Yan-Chao Wu、Jieping Zhu

  DOI：10.1021/jo8021988

  日期：2008.12.5

  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.