cyclopentyl (1S,2R,6R,8R,9S,10R)-4,4-dimethyl-11-oxo-9-(2,4,4-trimethylpentan-2-ylcarbamoyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane-10-carboxylate | 1262284-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: cyclopentyl (1S,2R,6R,8R,9S,10R)-4,4-dimethyl-11-oxo-9-(2,4,4-trimethylpentan-2-ylcarbamoyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane-10-carboxylate
• CAS: 1262284-13-8
• 化学式: C₂₅H₃₉NO₈
• 分子量: 481.587
• InChiKey: TXMJOSDESWHWTB-UEUGNOLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 环戊醇 、 1,1,3,3-四甲基丁基异腈 、 1,2-O-异亚丙基-alpha-D-木糖基-戊二醛-1,4-呋喃糖 以 二氯甲烷 为溶剂， 反应 23.5h， 生成 cyclopentyl (1S,2R,6R,8R,9S,10R)-4,4-dimethyl-11-oxo-9-(2,4,4-trimethylpentan-2-ylcarbamoyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane-10-carboxylate 、
  参考文献：
  名称：

  Ugi-type four-component reaction for a novel synthesis of 5-oxo-perhydrofuro[3,2-b]pyran carboxylate derivatives

  摘要：

  The four-component coupling (4CC) of sugar hydroxyaldehyde, Meldrum's acid, isocyanide, and a secondary alcohol in dichloromethane has been accomplished at room temperature in a highly stereoselective manner to produce a novel class of carbohydrate derivatives, 5-oxo-perhydrofuro[3,2-b]pyrans in good yields with trans-selectivity. The stereochemistry of the products was assigned by various NMR experiments. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.083

文献信息

• Ugi-type four-component reaction for a novel synthesis of 5-oxo-perhydrofuro[3,2-b]pyran carboxylate derivatives
  作者：B.V. Subba Reddy、Nilanjan Majumder、A.V. Hara Gopal、Deepak Chatterjee、A.C. Kunwar

  DOI：10.1016/j.tetlet.2010.10.083

  日期：2010.12

  The four-component coupling (4CC) of sugar hydroxyaldehyde, Meldrum's acid, isocyanide, and a secondary alcohol in dichloromethane has been accomplished at room temperature in a highly stereoselective manner to produce a novel class of carbohydrate derivatives, 5-oxo-perhydrofuro[3,2-b]pyrans in good yields with trans-selectivity. The stereochemistry of the products was assigned by various NMR experiments. (C) 2010 Elsevier Ltd. All rights reserved.