ethyl (E)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-2-(4-methylphenyl)sulfonylhex-4-enoate | 198483-84-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl (E)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-2-(4-methylphenyl)sulfonylhex-4-enoate
• CAS: 198483-84-0
• 化学式: C₂₁H₃₁NO₆S
• 分子量: 425.546
• InChiKey: YNNMBEPZXIYYOB-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl (E)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-2-(4-methylphenyl)sulfonylhex-4-enoate 在 magnesium 、 mercury dichloride 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 ethyl (E)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]hex-4-enoate
  参考文献：
  名称：

  N-Boc-α-tosylsarcosine ethyl ester: An α-amido sulfone for the regio- and stereoselective synthesis of protected γ,δ-unsaturated N-methyl-α-amino acids by palladium-catalyzed nucleophilic substitution

  摘要：

  N-Boc-alpha-tosylsarcosine ethyl ester (3) reacts under neutral conditions either with allylic carbonates or with vinyloxirane in the presence of a catalytic amount of Pd(PPh3)(4) and dppe (5 mol%) to give regio- and stereoselectively the corresponding allylated products 5 and 6, respectively. Reductive desulfonylation of these compounds with Mg-MeOH affords the corresponding protected gamma,delta-unsaturated N-methyl-alpha-amino acids 7 and 8. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10054-5
• 作为产物：
  描述：

  tert-butyl N-methyl-N-(tosylmethyl)carbamate 在 四(三苯基膦)钯 、 正丁基锂 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 ethyl (E)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-2-(4-methylphenyl)sulfonylhex-4-enoate
  参考文献：
  名称：

  N-Boc-α-tosylsarcosine ethyl ester: An α-amido sulfone for the regio- and stereoselective synthesis of protected γ,δ-unsaturated N-methyl-α-amino acids by palladium-catalyzed nucleophilic substitution

  摘要：

  N-Boc-alpha-tosylsarcosine ethyl ester (3) reacts under neutral conditions either with allylic carbonates or with vinyloxirane in the presence of a catalytic amount of Pd(PPh3)(4) and dppe (5 mol%) to give regio- and stereoselectively the corresponding allylated products 5 and 6, respectively. Reductive desulfonylation of these compounds with Mg-MeOH affords the corresponding protected gamma,delta-unsaturated N-methyl-alpha-amino acids 7 and 8. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10054-5

文献信息

• N-Boc-α-tosylsarcosine ethyl ester: An α-amido sulfone for the regio- and stereoselective synthesis of protected γ,δ-unsaturated N-methyl-α-amino acids by palladium-catalyzed nucleophilic substitution
  作者：Diego A. Alonso、Ana Costa、Carmen Nájera

  DOI：10.1016/s0040-4039(97)10054-5

  日期：1997.11

  N-Boc-alpha-tosylsarcosine ethyl ester (3) reacts under neutral conditions either with allylic carbonates or with vinyloxirane in the presence of a catalytic amount of Pd(PPh3)(4) and dppe (5 mol%) to give regio- and stereoselectively the corresponding allylated products 5 and 6, respectively. Reductive desulfonylation of these compounds with Mg-MeOH affords the corresponding protected gamma,delta-unsaturated N-methyl-alpha-amino acids 7 and 8. (C) 1997 Elsevier Science Ltd.