(4R,8S)-4-(methoxymethoxy)-8-methyloxocan-2-one | 1221563-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (4R,8S)-4-(methoxymethoxy)-8-methyloxocan-2-one
• CAS: 1221563-83-2
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: ABIMHVOVFINLII-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,8S)-4-(methoxymethoxy)-8-methyloxocan-2-one 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以85%的产率得到cephalosporolide D
  参考文献：
  名称：

  Stereoselective synthesis (+)-cephalosporolide D

  摘要：

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.082
• 作为产物：
  描述：

  (3R,7S)-7-hydroxy-3-(methoxymethoxy)octanoic acid 在 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 、 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 以68%的产率得到(4R,8S)-4-(methoxymethoxy)-8-methyloxocan-2-one
  参考文献：
  名称：

  Stereoselective synthesis (+)-cephalosporolide D

  摘要：

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.082

文献信息

• Stereoselective synthesis (+)-cephalosporolide D
  作者：G. Venkateswar Reddy、R. Sateesh Chandra Kumar、Eppakayala Sreedhar、K. Suresh Babu、J. Madhusudana Rao

  DOI：10.1016/j.tetlet.2010.01.082

  日期：2010.3

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.