O-ethyl [2-[[1-(tert-butylamino)-3,3-dimethyl-1-oxohex-5-en-2-yl]-[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]sulfanylmethanethioate | 916901-26-3

• 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: O-ethyl [2-[[1-(tert-butylamino)-3,3-dimethyl-1-oxohex-5-en-2-yl]-[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]sulfanylmethanethioate
• CAS: 916901-26-3
• 化学式: C₂₇H₄₂N₂O₅S₂
• 分子量: 538.773
• InChiKey: HHYLINYDKNOCCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  O-ethyl [2-[[1-(tert-butylamino)-3,3-dimethyl-1-oxohex-5-en-2-yl]-[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]sulfanylmethanethioate 在 过氧化双月桂酰 、 三正丁基氢锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 7.0h， 生成 N-tert-butyl-1-[2-(3,4-dimethoxyphenyl)ethyl]-3,3-dimethyl-8-oxoazocane-2-carboxamide
  参考文献：
  名称：

  Ugi/xanthate cyclizations as a radical route to lactam scaffolds

  摘要：

  The combination of Ugi reaction and xanthate radical cyclization onto alkenes allows an easy access to various highly functionalized heterocycles. The addition of chloroacetic acid to primary amines, aldehydes and isocyanides in methanol followed by the treatment with potassium ethyl xanthate, affords the xanthate Ugi adducts in good yields. These adducts were then submitted to radical cyclization conditions with dilauroyl peroxide as initiator. The choice of an alkene function properly located on the amine or the aldehyde permits the formation of 5- to 8-membered rings in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.123
• 作为产物：
  描述：

  2,2-二甲基-4-戊烯醛 以 甲醇 为溶剂， 反应 17.0h， 生成 O-ethyl [2-[[1-(tert-butylamino)-3,3-dimethyl-1-oxohex-5-en-2-yl]-[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]sulfanylmethanethioate
  参考文献：
  名称：

  Ugi/xanthate cyclizations as a radical route to lactam scaffolds

  摘要：

  The combination of Ugi reaction and xanthate radical cyclization onto alkenes allows an easy access to various highly functionalized heterocycles. The addition of chloroacetic acid to primary amines, aldehydes and isocyanides in methanol followed by the treatment with potassium ethyl xanthate, affords the xanthate Ugi adducts in good yields. These adducts were then submitted to radical cyclization conditions with dilauroyl peroxide as initiator. The choice of an alkene function properly located on the amine or the aldehyde permits the formation of 5- to 8-membered rings in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.123

文献信息

• Ugi/xanthate cyclizations as a radical route to lactam scaffolds
  作者：Laurent El Kaïm、Laurence Grimaud、Luis Demetrio Miranda、Emilie Vieu

  DOI：10.1016/j.tetlet.2006.09.123

  日期：2006.11

  The combination of Ugi reaction and xanthate radical cyclization onto alkenes allows an easy access to various highly functionalized heterocycles. The addition of chloroacetic acid to primary amines, aldehydes and isocyanides in methanol followed by the treatment with potassium ethyl xanthate, affords the xanthate Ugi adducts in good yields. These adducts were then submitted to radical cyclization conditions with dilauroyl peroxide as initiator. The choice of an alkene function properly located on the amine or the aldehyde permits the formation of 5- to 8-membered rings in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.