3-O-ethyl 2-O-methyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate | 1234178-04-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-O-ethyl 2-O-methyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• CAS: 1234178-04-1
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: VDPKGOXKSBODRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-O-ethyl 2-O-methyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate 、 sodium hydroxide 生成 5-降冰片烯-2,3-二羧酸
  参考文献：
  名称：

  OKUMA, KENTARO;KOMIYA, YASUO;KANEKO, ISAO;TACHIBANA, YUJI;IWATA, EIJI;OHT+, BULL. CHEM. SOC. JAP., 63,(1990) N, C. 1653-1657

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-ethyl 4-(3,5-dimethyl-1H-pyrazol-1-yl)-4-oxobut-2-enoate 在 甲醇 、 magnesium(II) perchlorate 、 4 A molecular sieve 、 bis(isomenthopyrazol-1,1'-yl)methane 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-O-ethyl 2-O-methyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
  参考文献：
  名称：

  使用吡唑衍生物作为手性催化剂的不对称Diels Alder反应

  摘要：

  N-酰基吡唑类（1）具有良好的二烯亲和性，有望轻松转化为所需的羧酸衍生物。衍生自手性吡唑的双（吡唑基）甲烷显示出手性催化剂的活性。通过与Mg（ClO 4）2形成络合物，特别是10 mol％的双（异薄荷基吡唑-1,1'-基）甲烷（8a）对映选择性地催化Diels Alder反应达到40％ee 。

  DOI：

  10.1002/jhet.5570400420

文献信息

• The Reaction of Wittig Reagents with Selenium. Formation of Selenoaldehydes
  作者：Kentaro Okuma、Yasuo Komiya、Isao Kaneko、Yuji Tachibana、Eiji Iwata、Hiroshi Ohta

  DOI：10.1246/bcsj.63.1653

  日期：1990.6

  reaction of Wittig reagents with elemental selenium gave the corresponding selenoaldehydes which further reacted with other Wittig reagents to give the corresponding dimeric olefins in good yields. The selenoaldehydes formed afforded corresponding adducts by the reaction with dienes. These selenoaldehydes obtained by retro Diels–Alder reaction were also found to react with Wittig reagents to give the corresponding

  Wittig 试剂与元素硒反应得到相应的硒醛，其进一步与其他 Wittig 试剂反应以良好的收率得到相应的二聚烯烃。形成的硒醛通过与二烯反应得到相应的加合物。这些通过逆狄尔斯-阿尔德反应获得的硒醛也被发现与维蒂希试剂反应，以良好的收率得到相应的烯烃。
• Norbornene-based ring-opening polymerization polymer, product of hydrogenation of norbornene-based ring-opening polymerization polymer, and processes for producing these
  申请人：Taguchi Kazunori

  公开号：US20050148746A1

  公开（公告）日：2005-07-07

  A norbornene ring-opened polymer which in the molecule has repeating units represented by the formula (1): wherein R 1 represents Q, R 2 represents Q or C(═O)R 5 , R 3 represents Q or C(═O)R 6 , and R 4 represents Q or X—C(═O)R 7 (wherein Q represents hydrogen, a C 1-10 hydrocarbon group, etc.; R 5 , R 6 and R 7 each represents hydroxyl, C 1-10 alkoxyl, etc., provided that R 6 and R 7 may be bonded to each other to constitute oxygen, NH, etc.; X represents methylene, etc., provided that when R 2 is Q, then R 3 is C(═O)R 6 and R 4 is X—C(═O)R 7 and that when R 4 is Q, then R 2 is C(═O)R 5 , R 3 is C(═O)R 6 , and the configuration of R 2 and R 3 is trans, and m is 0 or 1), the polymer having a weight-average molecular weight as determined by gel permeation chromatography of 1,000 to 1,000,000. Also provided is a hydrogenation product of the norbornene ring-opened polymer. The norbornene ring-opened polymer and the hydrogenation product are excellent in heat resistance, electrical properties, etc.

  分子中具有由公式（1）表示的重复单元的去氢萘环开环聚合物：其中R1表示Q，R2表示Q或C（═O）R5，R3表示Q或C（═O）R6，R4表示Q或X—C（═O）R7（其中Q表示氢，C1-10烃基等；R5，R6和R7分别表示羟基，C1-10烷氧基等，但是当R6和R7结合形成氧，NH等时除外；X表示亚甲基等，但是当R2为Q时，R3为C（═O）R6，R4为X—C（═O）R7，当R4为Q时，R2为C（═O）R5，R3为C（═O）R6，并且R2和R3的构型为反式，m为0或1），该聚合物的重均分子量由凝胶渗透色谱法确定为1,000至1,000,000。还提供了去氢萘环开环聚合物的氢化产物。去氢萘环开环聚合物和氢化产物在耐热性，电学性能等方面表现出色。
• OKUMA, KENTARO;KOMIYA, YASUO;KANEKO, ISAO;TACHIBANA, YUJI;IWATA, EIJI;OHT+, BULL. CHEM. SOC. JAP., 63,(1990) N, C. 1653-1657
  作者：OKUMA, KENTARO、KOMIYA, YASUO、KANEKO, ISAO、TACHIBANA, YUJI、IWATA, EIJI、OHT+

  DOI：——

  日期：——
• US7037993B2
  申请人：——

  公开号：US7037993B2

  公开（公告）日：2006-05-02
• Asymmetric diels alder reaction using pyrazole derivatives as a chiral catalyst
  作者：Choji Kashima、Yohei Miwa、Saori Shibata、Hiroyuki Nakazono

  DOI：10.1002/jhet.5570400420

  日期：2003.7

  promising as good dienophiles, which were easily converted into the desired carboxylic derivatives. Bis(pyrazolyl)methanes, which were derived from chiral pyrazoles, showed the activity of chiral catalyst. Particularly 10 mol% of bis(isomenthopyrazol-1,1′-yl)methane (8a) catalyzed enantioselectively the Diels Alder reaction up to 40 % ee by the formation of complex with Mg(ClO4)2.

  N-酰基吡唑类（1）具有良好的二烯亲和性，有望轻松转化为所需的羧酸衍生物。衍生自手性吡唑的双（吡唑基）甲烷显示出手性催化剂的活性。通过与Mg（ClO 4）2形成络合物，特别是10 mol％的双（异薄荷基吡唑-1,1'-基）甲烷（8a）对映选择性地催化Diels Alder反应达到40％ee 。