甲基(1S,6R)-6-甲基-3-环己烯-1-羧酸酯 | 15111-54-3

• 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
• 中文名称: 甲基(1S,6R)-6-甲基-3-环己烯-1-羧酸酯
• 英文名称: (+/-)-cis-1-carbomethoxy-2-methyl-4-cyclohexene
• 英文别名: methyl cis-6-methyl-3-cyclohexene-1-carboxylate；cis-2-Methylcyclohex-4-en-1-carbonsaeuremethylester；methyl (1S,6R)-6-methylcyclohex-3-ene-1-carboxylate
• CAS: 15111-54-3；62266-63-1；88204-99-3；117065-51-7；117065-52-8；126060-19-3；134877-09-1
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: SVMRMDDGGIZFQN-SFYZADRCSA-N

物化性质

• 沸点：
  188.7±19.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲基(1S,6R)-6-甲基-3-环己烯-1-羧酸酯 在 palladium on activated charcoal 氢气 作用下， 以100%的产率得到(-)-cis-1-carbomethoxy-2-methylcyclohexane
  参考文献：
  名称：

  Enzymes in organic synthesis 49. Resolutions of racemic monocyclic esters with pig liver esterase.

  摘要：

  Pig liver esterase (PLE)- catalyzed hydrolyses of the racemic methyl esters of cyclobutane-, cyclohexane-, and cyclohex-4-ene-carboxylic acids bearing cis-2-methyl or cis-2-bromomethyl substituents are highly stereoselective, giving the corresponding acid products of greater-than-or-equal-to 97% ee. The stereoselectivity of the enzyme exhibits the expected reversal for such compounds, with the absolute configurations of the cyclobutane and cyclohexane acids being of the opposite absolute configuration types, and cyclopentane substrates such as cis-1-carbomethoxy-2-methylcyclopentane representing the change-over structures and giving products of only 22% ee. This stereoselectivity reversal, and the absolute configurations preferred, are as predicted by the recently proposed active site model for the enzyme.

  DOI：

  10.1016/s0957-4166(00)82360-5
• 作为产物：
  描述：

  cis-1,2,3,6-tetrahydrophthalic anhydride 在 偶氮二异丁腈 、 氢溴酸 、 三正丁基氢锡 作用下， 以 正己烷 、 水 为溶剂， 反应 31.5h， 生成 甲基(1S,6R)-6-甲基-3-环己烯-1-羧酸酯
  参考文献：
  名称：

  Enzymes in organic synthesis 49. Resolutions of racemic monocyclic esters with pig liver esterase.

  摘要：

  Pig liver esterase (PLE)- catalyzed hydrolyses of the racemic methyl esters of cyclobutane-, cyclohexane-, and cyclohex-4-ene-carboxylic acids bearing cis-2-methyl or cis-2-bromomethyl substituents are highly stereoselective, giving the corresponding acid products of greater-than-or-equal-to 97% ee. The stereoselectivity of the enzyme exhibits the expected reversal for such compounds, with the absolute configurations of the cyclobutane and cyclohexane acids being of the opposite absolute configuration types, and cyclopentane substrates such as cis-1-carbomethoxy-2-methylcyclopentane representing the change-over structures and giving products of only 22% ee. This stereoselectivity reversal, and the absolute configurations preferred, are as predicted by the recently proposed active site model for the enzyme.

  DOI：

  10.1016/s0957-4166(00)82360-5

文献信息

• Cyclohexene derivative and method of producing the same
  申请人：Japan Tobacco Inc.

  公开号：US05329042A1

  公开（公告）日：1994-07-12

  Provided is a novel (1R, 2S)-1-acyl-2-carboxycyclohex-4-ene derivative represented by the following general formula [I], and its producing method, ##STR1## (where R.sup.1 represents a hydrogen atom, a lower alkyl group, or substituted or unsubstituted aryl group, and R.sup.2 represents a hydrogen atom, or a lower alkyl group). Also provided is a method of producing a (3S, 4R)-4-substituted-3-carboxycyclopentanone derivative represented by the following general formula [A], ##STR2## (where R.sup.1 and R.sup.2 are the same as those mentioned above).

  提供了一种由下列通用式[I]表示的新型(1R,2S)-1-酰基-2-羧基环己-4-烯衍生物及其制备方法：##STR1##（其中，R1代表氢原子、低碳基、取代或未取代的芳基；R2代表氢原子或低碳基）。还提供了一种制备下列通用式[A]所表示的(3S,4R)-4-取代-3-羧基环戊酮衍生物的方法：##STR2##（其中，R1和R2与上述相同）。
• QUINOLONE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF
  申请人：KOGA Yuji

  公开号：US20120136025A1

  公开（公告）日：2012-05-31

  Disclosed are quinolone derivatives characterized in that these have lower alkyl, cycloalkyl or the like at the 1-position; —N(R 0 )C(O)-lower alkylene-CO 2 R 0 , lower alkylene-CO 2 R 0 , lower alkenylene-CO 2 R 0 , —O-lower alkylene-CO 2 R 0 , —O-(lower alkylene which may be substituted with —CO 2 R 0 )-aryl or —O-lower alkenylene-CO 2 R 0 (wherein R 0 is H or lower alkyl) at the 3-position; halogen at the 6-position; and amino group substituted with a substituent group having a ring structure at the 7-position, respectively, or pharmaceutically acceptable salts thereof, has excellent P2Y12 inhibitory activity. The quinolone derivatives have excellent platelet aggregation inhibitory activity. A method of using the compounds is also disclosed.

  本发明涉及喹诺酮衍生物，其特征在于它们在1-位具有较低烷基、环烷基或类似物；在3-位具有-N(R0)C(O)-较低烷基烯基-CO2R0、较低烷基-CO2R0、较低烯基-CO2R0、-O-较低烷基-CO2R0、-O-（可能被取代为-CO2R0的较低烷基）芳基或-O-较低烯基-CO2R0（其中R0为H或较低烷基）；在6-位具有卤素；在7-位具有被环状取代基取代的氨基，或其药学上可接受的盐，具有出色的P2Y12抑制活性。这些喹诺酮衍生物具有优异的血小板聚集抑制活性。本发明还公开了一种使用这些化合物的方法。
• Bridged Macrocyclic Module Compositions
  申请人：Whiteford Jeffery A.

  公开号：US20130081999A1

  公开（公告）日：2013-04-04

  This invention is related to the fields of organic chemistry and nanotechnology. In particular, it relates to materials and methods for the preparation of organic synthons and bridged macrocyclic module components. The bridge macrocyclic module compounds may be used to prepare macrocyclic module compositions such as nanofilms, which may be useful for filtration.

  该发明涉及有机化学和纳米技术领域。具体而言，它涉及有机合成物和桥连的大环模块组分的制备材料和方法。桥连的大环模块化合物可用于制备大环模块组合物，如纳米薄膜，这些组合物可能对过滤有用。
• 13C and 1H chemical shift assignments and conformation confirmation of trimedlure-Y via 2-D NMR
  作者：J.D. Warthen、R.M. Waters、T.P. McGovern

  DOI：10.1016/0584-8539(87)80240-4

  日期：1987.1
• Christol,H. et al., Bulletin de la Societe Chimique de France, 1969, p. 962 - 967
  作者：Christol,H. et al.

  DOI：——

  日期：——