tert-butyl 4-((4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl)-2-oxobut-3-ynylcarbamate | 1351831-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl 4-((4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl)-2-oxobut-3-ynylcarbamate
• 英文别名: tert-butyl N-[4-[(4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl]-2-oxobut-3-ynyl]carbamate
• CAS: 1351831-43-0
• 化学式: C₂₂H₂₉NO₅
• 分子量: 387.476
• InChiKey: RXPCNQBJAUUZIT-IEBWSBKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-((4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl)-2-oxobut-3-ynylcarbamate 在 Ru[(S,S)-Tsdpen](p-cymene) 、 甲酸 、 N,N-二异丙基乙胺 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 生成 、 tert-butyl ((R)-4-((4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl)-2-hydroxybut-3-yn-1-yl)carbamate
  参考文献：
  名称：

  Design and synthesis of a potential SH2 domain inhibitor bearing a stereodiversified 1,4-cis-enediol scaffold

  摘要：

  Synthesis of a potential Src family SH2 domain inhibitor incorporating a 1,4-cis-enediol scaffold is reported. The synthetic route offers straightforward and highly selective access to the enediol and its associated chiral centers. Key steps include stereocontrolled syn-aldol coupling, amide alkynylation, and asymmetric ketone reduction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.014
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成 tert-butyl 4-((4S,5R)-5-benzyl-2,2-dimethyl-1,3-dioxan-4-yl)-2-oxobut-3-ynylcarbamate
  参考文献：
  名称：

  Design and synthesis of a potential SH2 domain inhibitor bearing a stereodiversified 1,4-cis-enediol scaffold

  摘要：

  Synthesis of a potential Src family SH2 domain inhibitor incorporating a 1,4-cis-enediol scaffold is reported. The synthetic route offers straightforward and highly selective access to the enediol and its associated chiral centers. Key steps include stereocontrolled syn-aldol coupling, amide alkynylation, and asymmetric ketone reduction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.014

文献信息

• Design and synthesis of a potential SH2 domain inhibitor bearing a stereodiversified 1,4-cis-enediol scaffold
  作者：Christine Marian、Rong Huang、Richard F. Borch

  DOI：10.1016/j.tet.2011.10.014

  日期：2011.12

  Synthesis of a potential Src family SH2 domain inhibitor incorporating a 1,4-cis-enediol scaffold is reported. The synthetic route offers straightforward and highly selective access to the enediol and its associated chiral centers. Key steps include stereocontrolled syn-aldol coupling, amide alkynylation, and asymmetric ketone reduction. (C) 2011 Elsevier Ltd. All rights reserved.