(1S,2R,6R,8R,9S,11R)-11-(3-chlorophenyl)-4,4-dimethyl-9-(4-methylphenyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane | 1311284-98-6

• 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: (1S,2R,6R,8R,9S,11R)-11-(3-chlorophenyl)-4,4-dimethyl-9-(4-methylphenyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane
• CAS: 1311284-98-6
• 化学式: C₂₃H₂₅ClO₄
• 分子量: 400.902
• InChiKey: UZVNXMHGSOYSQR-SPZHGEQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,2R,6R,8R,9S,11R)-11-(3-chlorophenyl)-4,4-dimethyl-9-(4-methylphenyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane 在 水 、 三氟乙酸 、 sodium periodate 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 、 甲醇 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  BF3·OEt2-catalyzed tandem Prins Friedel–Crafts reaction: a novel synthesis of sugar fused diarylhexahydro-2H-furo[3,2-b]pyrans

  摘要：

  D-Glucose based homoallylic alcohol reacts smoothly with various aldehydes in the presence of arenes and a catalytic amount of BF3 center dot OEt2 under mild conditions to afford a novel series of 5,7-diaryl-hexahydro-2H-furo[3,2-b]pyrans in good yields with high cis-selectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.114
• 作为产物：
  描述：

  3-氯苯甲醛 、 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose 、 甲苯 在 三氟化硼乙醚 作用下， 反应 7.0h， 生成 (1S,2R,6R,8R,9S,11R)-11-(3-chlorophenyl)-4,4-dimethyl-9-(4-methylphenyl)-3,5,7,12-tetraoxatricyclo[6.4.0.02,6]dodecane 、
  参考文献：
  名称：

  BF3·OEt2-catalyzed tandem Prins Friedel–Crafts reaction: a novel synthesis of sugar fused diarylhexahydro-2H-furo[3,2-b]pyrans

  摘要：

  D-Glucose based homoallylic alcohol reacts smoothly with various aldehydes in the presence of arenes and a catalytic amount of BF3 center dot OEt2 under mild conditions to afford a novel series of 5,7-diaryl-hexahydro-2H-furo[3,2-b]pyrans in good yields with high cis-selectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.114

文献信息

• BF3·OEt2-catalyzed tandem Prins Friedel–Crafts reaction: a novel synthesis of sugar fused diarylhexahydro-2H-furo[3,2-b]pyrans
  作者：Basi V. Subba Reddy、Dudhmal N. Chaya、Jhillu S. Yadav、Deepak Chatterjee、A.C. Kunwar

  DOI：10.1016/j.tetlet.2011.03.114

  日期：2011.6

  D-Glucose based homoallylic alcohol reacts smoothly with various aldehydes in the presence of arenes and a catalytic amount of BF3 center dot OEt2 under mild conditions to afford a novel series of 5,7-diaryl-hexahydro-2H-furo[3,2-b]pyrans in good yields with high cis-selectivity. (C) 2011 Elsevier Ltd. All rights reserved.