3-硝基金刚烷-1-羧酸 | 42711-76-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 3-硝基金刚烷-1-羧酸
• 英文名称: 1-carboxy-3-nitroadamantane
• 英文别名: 3-Nitroadamantane-1-carboxylic acid
• CAS: 42711-76-2
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: VSRRAGQUKPLYMV-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：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-硝基金刚烷-1-羧酸 在 氯化亚砜 作用下， 反应 15.0h， 以75%的产率得到3-Nitro-1-adamantancarbonylchlorid
  参考文献：
  名称：

  Medzhinskii, V. L.; Golod, E. L., Russian Journal of Organic Chemistry, 1994, vol. 30, # 5.1, p. 741 - 745

  摘要：

  DOI：
• 作为产物：
  描述：

  N-羟基邻苯二甲酰亚胺 、 1-金刚烷甲酸 在 溶剂黄146 作用下， 以80%的产率得到3-硝基金刚烷-1-羧酸
  参考文献：
  名称：

  NITRATION OR CARBOXYLATION CATALYSTS

  摘要：

  公开号：

  EP0897747B1

文献信息

• (3Z)-3-(2,3-dihydro-1H-inden-1-ylidene)-1,3-dihydro-2H-indol-2-ones as kinase inhibitors
  申请人：Andrews W. Steven

  公开号：US20060004084A1

  公开（公告）日：2006-01-05

  The present invention relates to organic, molecules capable of modulating tyrosine kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation.

  本发明涉及有机分子，能够调节酪氨酸激酶信号传导，以调节、调节和/或抑制异常细胞增殖。
• Adamantane derivatives and process for producing them
  申请人：Daicel Chemical Industries, Ltd.

  公开号：US06392104B1

  公开（公告）日：2002-05-21

  In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2): wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n=1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.

  在存在一种亚酰基化合物（例如，N-羟基邻苯二甲酰亚胺）的情况下，其化学式如下（2）：其中R1和R2分别表示氢原子、卤素原子、烷基、芳基、环烷基；或者R1和R2可以结合形成双键或芳香或非芳香环；Y为O或OH，n为1至3；或者亚酰基化合物和一个共催化剂（例如，过渡金属化合物），用氧气氧化含有功能基团的金刚烷衍生物，如硝基基团、氨基基团、羟基、羧基、羟甲基基团和异氰基基团。根据上述方法，可以高效地得到一个同时具有羟基和硝基、氨基、羟基、羧基、羟甲基基团和异氰基基团等功能基团的金刚烷衍生物。
• Nitration or carboxylation catalysts
  申请人：Daicel Chemical Industries, Ltd.

  公开号：US06468487B1

  公开（公告）日：2002-10-22

  In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the following formula (1): wherein R1 and R2 represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a cycloalkyl group, and R1 and R2 may bond together to form a double bond, or an aromatic or non-aromatic ring, and Y is an O or OH, and n denotes 1 to 3; a substrate is allowed to contact with at least one reactant selected from (i) a nitrogen oxide and (ii) a mixture of carbon monoxide and oxygen to be introduced with at least one functional group selected from a nitro group and a carboxyl group. The nitrogen oxide includes, for example, a compound represented by the formula NxOy (e.g., N2O3, NO2). The substrate includes, for example, a compound having a methine carbon atom (e.g., adamantane), a compound having a methyl group or a methylene group at an adjacent moiety of an aromatic ring. According to such reaction, the substrate can be efficiently nitrated or carboxylated even in a mild or moderate condition.

  在存在亚酰胺化合物（例如N-羟基邻苯二甲酰亚胺）的情况下，如下式（1）所示： 其中，R1和R2代表氢原子、卤素原子、烷基、芳基和环烷基，R1和R2可以结合形成双键或芳香或非芳香环，Y为O或OH，n表示1至3；将底物与至少选自（i）氮氧化物和（ii）一混合物（一氧化碳和氧气）的至少一种反应物接触，以引入至少一种选自硝基和羧基的官能团。氮氧化物包括例如由公式NxOy表示的化合物（例如N2O3，NO2）。底物包括例如具有甲烷碳原子（例如金刚烷）、在芳香环相邻基团上具有甲基基团或亚甲基基团的化合物。根据这种反应，即使在温和或中等条件下，底物也可以高效地硝化或羧化。
• ADAMANTANE DERIVATIVES AND PROCESS FOR PRODUCING THEM
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP0927711A1

  公开（公告）日：1999-07-07

  In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2):    wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n = 1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.

  在存在式（2）所示的酰亚胺化合物（如 N-羟基邻苯二甲酰亚胺）的情况下： 其中 R1 和 R2 分别代表氢原子、卤素原子、烷基、芳基、环烷基；或 R1 和 R2 可键合在一起形成双键或芳香环或非芳香环；Y 为 O 或 OH，n = 1 至 3； 或亚胺化合物和助催化剂（如过渡金属化合物），具有诸如硝基、氨基、羟基、羧基、羟甲基和异氰酸基等官能团的金刚烷衍生物与氧发生氧化反应。根据上述方法，可有效地获得具有羟基和硝基、氨基、羟基、羧基、羟甲基和异氰酸基等官能团的金刚烷衍生物。
• Adamantane derivative
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1574494A1

  公开（公告）日：2005-09-14

  In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the following formula (1):    wherein R1 and R2 represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a cycloalkyl group, and R1 and R2 may bond together to form a double bond, or an aromatic or non-aromatic ring, and Y is an O or OH, and n denotes 1 to 3; a substrate is allowed to contact with at least one reactant selected from (i) a nitrogen oxide and (ii) a mixture of carbon monoxide and oxygen to be introduced with at least one functional group selected from a nitro group and a carboxyl group. The nitrogen oxide includes, for example, a compound represented by the formula NxOy (e.g., N2O3, NO2). The substrate includes, for example, a compound having a methine carbon atom (e.g., adamantane), a compound having a methyl group or a methylene group at an adjacent moiety of an aromatic ring. According to such reaction, the substrate can be efficiently nitrated or carboxylated even in a mild or moderate condition.

  在存在下式（1）所示的酰亚胺化合物（如 N-羟基邻苯二甲酰亚胺）的情况下： 其中 R1 和 R2 代表氢原子、卤素原子、烷基、芳基和环烷基，R1 和 R2 可键合在一起形成双键或芳香环或非芳香环，Y 是 O 或 OH，n 表示 1 至 3； 让基质与至少一种反应物接触，该反应物选自 (i) 氮氧化物和 (ii) 一氧化碳和氧的混合物，并引入至少一种选自硝基和羧基的官能团。例如，氮氧化物包括由式 NxOy 表示的化合物（如 N2O3、NO2）。底物包括例如具有甲基碳原子的化合物（如金刚烷）、在芳香环的相邻分子上具有甲基或亚甲基的化合物。根据这种反应，底物即使在温和或中等条件下也能被有效地硝化或羧化。