(+/-)-6-acetoxy-4,4-dimethylcyclohex-2-ene-1-one | 42117-26-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-6-acetoxy-4,4-dimethylcyclohex-2-ene-1-one
• 英文别名: 6-acetoxy-4,4-dimethylcyclohex-2-enone；(5,5-dimethyl-2-oxocyclohex-3-en-1-yl) acetate
• CAS: 42117-26-0
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: HPDNFMWMEMXMLI-UHFFFAOYSA-N

物化性质

• 沸点：
  253.4±40.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-6-acetoxy-4,4-dimethylcyclohex-2-ene-1-one 在 甲醇 、 potassium carbonate 作用下， 生成 6-羟基-4,4-二甲基环己-2-烯-1-酮
  参考文献：
  名称：

  2-Hydroxy-5,5-dimethylcyclohex-2-en-1-one

  摘要：

  The structure of the title compound, C8H12O2, which is a rearrangement product of the reaction of 6-hydroxy-4,4-dimethylcyclohex-2-en-1-one and 4-dimethylaminopyridine has been identified as 2-hydroxy-5,5-dimethylcyclohex-2-en-1-one, The C atom of the six-membered ring connected to the two methyl groups is 0.617(2)Angstrom out of the least-squares plane defined by the other C atoms of the rin. The unit cell consists of discrete molecules with intra-and intermolecular hydrogen bonds.

  DOI：

  10.1107/s0108270197012079
• 作为产物：
  描述：

  6-(trimethylsiloxy)-4,4-dimethylcyclohex-2-en-1-one 在 甲醇 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (+/-)-6-acetoxy-4,4-dimethylcyclohex-2-ene-1-one
  参考文献：
  名称：

  Functional group hybrids. Reactivity of .alpha.'-nucleofuge .alpha.,.beta.-unsaturated ketones. 1. Reactions with organocopper reagents

  摘要：

  A series of alpha-nucleofuge alpha',beta'-unsaturated ketones encompassing a variety of structural types and nucleofuges was prepared. Treatment of these compounds with lithium dimethylcuprate or methylcopper leads primarily to either reductive cleavage of the alpha-nucleofuge or conjugate addition. Good alpha-nucleofuges favored the reduction pathway while poorer nucleofuges favored conjugate addition.

  DOI：

  10.1021/jo00024a014

文献信息

• Oxidation of enones to α′-acetoxyenones using manganese triacetate
  作者：Norma K. Dunlap、Mark R. Sabol、David S. Watt

  DOI：10.1016/s0040-4039(01)81699-3

  日期：1984.1

  The oxidation of α,β-unsaturated ketones with manganese (III) triacetate in benzene furnishes α'-acetoxyenones in good yields.

  用三乙酸锰（III）在苯中氧化α，β-不饱和酮可提供高产量的α'-乙酰氧烯酮。
• Perhydroisoindole derivatives as substance P antagonists
  申请人：Rhone-Poulenc Rorer S.A.

  公开号：US05624950A1

  公开（公告）日：1997-04-29

  Perhydroisoindole derivatives of formula I, wherein the substituents are as defined in the specification, are particularly suitable as substance P antagonists. Several processes for preparing the compounds are also taught. ##STR1##

  公式I的环戊异吲哚衍生物，其中取代基如规范中定义的那样，特别适用作物质P拮抗剂。还教授了几种制备这些化合物的方法。
• Enantioselective epoxidation of cyclic 1,3-dienes catalyzed by a sterically and electronically optimized (salen)Mn complex
  作者：Sukbok Chang、Richard M Heid、Eric N Jacobsen

  DOI：10.1016/s0040-4039(00)75786-8

  日期：1994.1

  Chiral (salen)Mn(III)Cl complexes catalyze epoxidation of cyclic 1,3-dienes with moderate-to-good enantioselectivity. A new catalyst (2), bearing sterically hindered and electron donating OSi(iPr)3 (OTIPS) substituents, induces up to 12% higher selectivity than the previously-reported tert-butyl substituted analog 1.

  手性（salen）Mn（III）Cl络合物以中等至良好的对映选择性催化环状1,3-二烯的环氧化。一种新的催化剂（2）带有空间位阻和给电子的OSi（i Pr）3（OTIPS）取代基，其选择性比以前报道的叔丁基取代的类似物1高12％。
• Variations of solvent and substitution pattern in Pb(OAc)4 mediated domino reactions
  作者：Özge Sesenoglu、José I. Candela Lena、Ertan Altınel、Nicolas Birlirakis、Siméon Arseniyadis

  DOI：10.1016/j.tetasy.2004.11.097

  日期：2005.3

  variously substituted derivatives of 1. Diols 38 failed to give any detectable amount of IMDA type ring closure, leading only to dialdehyde 39. For the compounds studied, alkyl or carboxyalkyl substituents on the olefin 41 and 44 led to incomplete cascade transformation due to steric interference caused by the alkyl or acyl groups. The oxidative cleavage of unsaturated diols 46 and 48 derived from monocyclic

  提出了溶剂对Hajos-Parrish酮衍生的氢化茚-二醇1和Wieland-Miescher酮衍生的辛醇-二醇2与Pb（OAc）4的氧化裂解的影响。筛选各种溶剂并比较这些多米诺骨牌反应。改变溶剂会影响八醇-二醇系列的反应速率，产物分布和化学收率，而在较低的同系物-二醇系列中则未发现任何影响。使用廉价，容易获得的手性羧酸，例如（S）-2-乙酰氧基丙酸在外消旋系列中生成非对映异构体混合物，具有潜在的化学拆分作用。还研究了1的各种取代衍生物对取代图案对底物的影响。二醇38不能给出任何可检测量的IMDA型闭环，仅导致二醛39。对于所研究的化合物，由于烷基或酰基引起的空间干扰，烯烃41和44上的烷基或羧基烷基取代基导致不完全的级联转化。不饱和二醇46和48的氧化裂解 还描述了衍生自单环前体的衍生物，其用作确定是否可将任何不饱和1,2-二醇视为底物的模板。
• Inhibitory or blocking agents of molecular generating and/or inducing functions
  申请人：——

  公开号：US20040224926A1

  公开（公告）日：2004-11-11

  A method for inhibiting or blocking molecular generating and/or inducing functions of molecules using an inhibitory or blocking agent of the formula: 1 wherein R 1-6 and A are as defined herein.

  一种通过使用式子1中的抑制剂或阻断剂来抑制或阻断分子生成和/或诱导功能的方法，其中R1-6和A的定义如本文所述。