dipropan-2-yl (1R,2S,3S,4R)-2-(4-fluorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dipropan-2-yl (1R,2S,3S,4R)-2-(4-fluorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate
• 化学式: C₂₁H₂₇FO₆
• 分子量: 394.44
• InChiKey: XJTOZJAEUQGOBW-BMQTXXJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dipropan-2-yl (1R,2S,3S,4R)-2-(4-fluorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以78%的产率得到4t-(p-fluorophenyl)-3,6c-dihydroxy-6-methyl-4,5,6,7-tetrahydro-1H-indazole-5r-carboxylic acid isopropyl ester
  参考文献：
  名称：

  A convenient synthesis and structural analysis of novel 4,5,6,7-tetrahydro-1H-indazoles

  摘要：

  A new series of t-4-aryl-3,c-6-dihydroxy-6-methyl-4,5,6,7-tetrahydro-1H-indazole-r-5-carboxylic acid isopropyl esters has been synthesized by adopting a conventional method from cyclic beta-keto esters. H-1, C-13 NMR, and IR spectra for all the compounds were investigated. HMBC, HSQC, COSY, and NOESY spectra of the representative compounds were studied. The stereochemistry of a six-membered ring of the fused indazoles resembled that of keto esters. From the HMBC correlations the indazole structure was confirmed as 1H-indazole.

  DOI：

  10.1007/s10593-010-0505-2
• 作为产物：
  描述：

  乙酰乙酸异丙酯 、 对氟苯甲醛 在 甲胺 作用下， 以 乙醇 为溶剂， 以72%的产率得到dipropan-2-yl (1R,2S,3S,4R)-2-(4-fluorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate
  参考文献：
  名称：

  一些 r(2),c(4)-双(异丙氧基羰基)-t(3)-芳基-c(5)-羟基-t(5)-甲基环己酮的合成和构象研究使用核磁共振谱

  摘要：

  摘要 7 r(2), c (4)-bis(isopropoxycarbonyl)- t (3)-aryl- c (5)-hydroxy- t (5)-methylcyclohexones 7 – 13 (aryl = C 6 H 5 , p - ClC 6 H 4 , p -FC 6 H 4 , p -OMeC 6 H 4 , p -Me 2 NC 6 H 4 , m -O 2 NC 6 H 4 和 m -C 6 H 5 OC 6 H 4 )在甲胺存在下，乙酰乙酸异丙酯与芳香醛缩合而成。对于所有这些化合物，已记录了 1 H 和 13 C NMR 光谱。对于 7 ，还记录了 HOMOCOSY、NOESY、HSQC 和 HMBC 光谱。光谱数据表明化合物 7-13 以椅子构象存在，羟基为轴向取向，所有其他取代基均呈赤道取向。在所有情况下，OH 质子和 H(6a) 之间都观察到长距离耦合，表明 OH

  DOI：

  10.1016/j.molstruc.2007.04.033

文献信息

• Synthesis and conformational study of some r(2),c(4)-bis(isopropoxycarbonyl)-t(3)-aryl-c(5)-hydroxy-t(5)-methylcyclohexanones using NMR spectra
  作者：K. Pandiarajan、R.T. Sabapathy Mohan、K. Murugavel、R. Hema

  DOI：10.1016/j.molstruc.2007.04.033

  日期：2008.3

  Abstract Seven r(2), c (4)-bis(isopropoxycarbonyl)- t (3)-aryl- c (5)-hydroxy- t (5)-methylcyclohexanones 7 – 13 (aryl = C 6 H 5 , p -ClC 6 H 4 , p -FC 6 H 4 , p -OMeC 6 H 4 , p -Me 2 NC 6 H 4 , m -O 2 NC 6 H 4 and m -C 6 H 5 OC 6 H 4 ) have been synthesized by condensing isopropyl acetoacetate with aromatic aldehydes in the presence of methylamine. For all these compounds 1 H and 13 C NMR spectra have

  摘要 7 r(2), c (4)-bis(isopropoxycarbonyl)- t (3)-aryl- c (5)-hydroxy- t (5)-methylcyclohexones 7 – 13 (aryl = C 6 H 5 , p - ClC 6 H 4 , p -FC 6 H 4 , p -OMeC 6 H 4 , p -Me 2 NC 6 H 4 , m -O 2 NC 6 H 4 和 m -C 6 H 5 OC 6 H 4 )在甲胺存在下，乙酰乙酸异丙酯与芳香醛缩合而成。对于所有这些化合物，已记录了 1 H 和 13 C NMR 光谱。对于 7 ，还记录了 HOMOCOSY、NOESY、HSQC 和 HMBC 光谱。光谱数据表明化合物 7-13 以椅子构象存在，羟基为轴向取向，所有其他取代基均呈赤道取向。在所有情况下，OH 质子和 H(6a) 之间都观察到长距离耦合，表明 OH
• A convenient synthesis and structural analysis of novel 4,5,6,7-tetrahydro-1H-indazoles
  作者：K. Murugavel、S. Amirthaganesan、R. T. Sabapathy Mohan

  DOI：10.1007/s10593-010-0505-2

  日期：2010.7

  A new series of t-4-aryl-3,c-6-dihydroxy-6-methyl-4,5,6,7-tetrahydro-1H-indazole-r-5-carboxylic acid isopropyl esters has been synthesized by adopting a conventional method from cyclic beta-keto esters. H-1, C-13 NMR, and IR spectra for all the compounds were investigated. HMBC, HSQC, COSY, and NOESY spectra of the representative compounds were studied. The stereochemistry of a six-membered ring of the fused indazoles resembled that of keto esters. From the HMBC correlations the indazole structure was confirmed as 1H-indazole.