2,4,4,6-tetramethyltetrahydro-(2H)-1,3-oxazine | 74955-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2,4,4,6-tetramethyltetrahydro-(2H)-1,3-oxazine
• 英文别名: 2H-1,3-oxazine, tetrahydro-2,4,4,6-tetramethyl-；2,4,4,6-tetramethyl-1,3-oxazinane
• CAS: 74955-84-3
• 化学式: C₈H₁₇NO
• 分子量: 143.229
• InChiKey: FSZPOIIIYUWSAH-UHFFFAOYSA-N

物化性质

• 沸点：
  175.2±33.0 °C(Predicted)
• 密度：
  0.833±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,4,6-tetramethyltetrahydro-(2H)-1,3-oxazine 、 3-氨基巴豆酸乙酯 以 乙腈 、 三氟乙酸 为溶剂， 反应 10.0h， 以60%的产率得到1,4-二氢-2,4,6-三甲基-3,5-吡啶二甲酸二乙酯
  参考文献：
  名称：

  Carbon transfer reactions with heterocycles - V. A facile synthesis of nifedipine and analogues

  摘要：

  DOI：

  10.1016/s0040-4020(01)89255-3
• 作为产物：
  描述：

  4-氨基-4-甲基-2-戊醇 、 乙醛 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,4,4,6-tetramethyltetrahydro-(2H)-1,3-oxazine
  参考文献：
  名称：

  醛磷酸酰胺类似物的合成，活化和细胞毒性。

  摘要：

  制备了一系列醛磷酰胺的全氢恶嗪类似物，并对其31P NMR动力学和体外细胞毒性进行了评估。这些化合物是基于这样的想法而开发的，即开环和互变异构化为烯胺中间体可能为释放磷酰胺芥菜的β-消除反应提供一种机械替代方法。选择4,4,6-三甲基四氢-1,3-恶嗪部分是基于其亚胺离子生成速度快和水解速度相对慢的原因。这些类似物通过三种不同的机制释放二氨基磷酸酯：水解为醛基磷酸酰胺和随后的β-消除；环化生成4-羟基环磷酰胺，该环磷酰胺通过开环和消除作用释放二氨基磷酸酯；并通过快速排出二氨基氨基磷酸酯而互变为烯胺。动力学研究表明，水解成醛对整个活化过程的贡献最小，烯胺途径代表了活化的主要途径。对于那些可能经历环化的类似物，该途径与烯胺释放有效竞争，并且这些类似物在细胞毒性上基本上等同于它们的4-羟基环磷酰胺。制备了一系列不能进行环化的四-N-取代的磷酸二氨基甲酸酯，以探索环化对这些类似物的细胞毒性的影响。

  DOI：

  10.1021/jm00114a014

文献信息

• An expedient protocol of the Biginelli dihydropyrimidine synthesis using carbonyl equivalents
  作者：Kamaljit Singh、Jasbir Singh、Prasant K. Deb、Harjit Singh

  DOI：10.1016/s0040-4020(99)00760-7

  日期：1999.10

  A one - pot condensation of perhydro-1,3 heterocycles - aldehyde equivalents with ethyl acetoacetate and ureas provides a convenient synthesis of the title compounds with a variety of substituents at C-4. Yields are equivalent or significantly higher than the conventional methods.

  全氢-1,3杂环-醛当量与乙酰乙酸乙酯和脲的一锅缩合反应可方便地合成标题化合物，其在C-4处具有多个取代基。产率与常规方法相当或相当高。
• [EN] PYRANO-QUINOLINES, PYRANO-QUINOLINONES, COMBINATIONS THEREOF, PHOTOCHROMIC COMPOSITIONS AND ARTICLES<br/>[FR] PYRANO-QUINOLEINES, PYRANO-QUINOLINONES, LEURS COMBINAISONS, ET COMPOSITIONS ET ARTICLES PHOTOCHROMES
  申请人：TRANSITIONS OPTICAL INC

  公开号：WO2005061514A1

  公开（公告）日：2005-07-07

  Described are compositions of at least one material represented by a pyrano[3,2-c]quinoline structure, a pyrano[3,2-c]quinolinone structure or mixtures thereof. The pyrano[3,2-c]quinoline structure is characterized by having a nitrogen atom at the 6-position ring atom and an oxy-substituent at the 5-position ring atom. The pyrano[3,2-c]quinolinone structure is characterized by having a substituted nitrogen atom at the 6-position ring atom and an oxo-substituent at the 5-position ring atom, the nitrogen atom substituents being hydrogen, aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof. Both of the pyrano[3,2-c]quinoline and pyrano[3,2-c]quinolinone structures are characterized by having two substituents at the 2-position ring atom, each substituent being independently chosen from aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof, provided that both substituents at the 2-position are not aliphatic. Alternatively, the two substituents at the 2-position can combine to form a spirocyclic group, provided that the spirocyclic group is not norbornylidene or bicyclo[3.3.1]9-nonylidene. The ring atoms have been numbered according to the International Union of Pure and Applied Chemistry rules of nomenclature starting with the 1-position ring atom being the oxygen atom of the pyran ring and numbering counterclockwise therefrom. Also described are photochromic articles that contain or that have coatings or films containing at least one of the novel compositions or combinations thereof with other photochromic materials.

  描述了由吡喃并[3,2-c]喹啉结构、吡喃并[3,2-c]喹啉酮结构或它们的混合物表示的至少一种材料的组合物。吡喃并[3,2-c]喹啉结构的特征是在6位环原子处有一个氮原子和在5位环原子处有一个氧基取代物。吡喃并[3,2-c]喹啉酮结构的特征是在6位环原子处有一个取代的氮原子和在5位环原子处有一个氧基取代物，氮原子的取代物是氢、脂肪取代物、环脂取代物、芳香取代物、杂芳取代物或它们的组合。吡喃并[3,2-c]喹啉和吡喃并[3,2-c]喹啉酮结构的特征是在2位环原子处有两个取代基，每个取代基独立地选择自脂肪取代物、环脂取代物、芳香取代物、杂芳取代物或它们的组合，前提是2位处的两个取代基不是脂肪取代物。或者，2位处的两个取代基可以结合形成一个螺环烷基团，前提是螺环烷基团不是去甲基环戊烯基或双环[3.3.1]9-壬烯基。根据国际纯粹与应用化学联合会的命名规则，环原子已经编号，从吡喃环的氧原子作为1位环原子开始，逆时针编号。还描述了包含或含有至少一种新型组合物或与其他光致变色材料的组合物的光致变色物品的涂层或薄膜。
• Carbon transfer reactions with heterocycles-IV
  作者：Harjit Singh、Kamaljit Singh

  DOI：10.1016/s0040-4020(01)81447-2

  日期：1988.1

  Oxazolidines and tetrahydro-(2H)-1,3-oxazines transfer their C(2) units at the carbonyl group oxidation level to indoles and provide diindolylmethane derivatives. 2-Acetoxymethyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine and indole give streptindole.

  恶唑烷和四氢-（2H）-1,3-恶嗪将其C（2）单元在羰基氧化水平下转移至吲哚并提供二吲哚甲烷衍生物。2-乙酰氧基甲基-4,4,6-三甲基四氢-（2H）-1,3-恶嗪和吲哚生成链吲哚。
• A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles
  作者：Kamaljit Singh、Jasbir Singh、Harjit Singh

  DOI：10.1016/0040-4020(96)00879-4

  日期：1996.11

  of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles

  各种2个取代的1,3-恶嗪并3和1,3-恶唑烷4与环状碳亲核试剂的酸催化缩合。5,5-二甲基-1,3-环己二酮和1,3-环己二酮提供了x吨衍生物，而Knoevenagel反应则与无环亲核试剂一起进行。在4b和4c的情况下，出现了功能化的α-四氢萘酮的独特合成。环状和无环碳亲核试剂与3的混合物的反应提供了一些官能化的且部分还原的苯并吡喃衍生物。
• Pyrano-quinolines, pyrano-quinolinones, combinations thereof, photochromic compositions and articles
  申请人：Kim Beon-Kyu

  公开号：US20050127336A1

  公开（公告）日：2005-06-16

  Described are compositions of at least one material represented by a pyrano[3,2-c]quinoline structure, a pyrano[3,2-c]quinolinone structure or mixtures thereof. The pyrano[3,2-c]quinoline structure is characterized by having a nitrogen atom at the 6-position ring atom and an oxy-substituent at the 5-position ring atom. The pyrano[3,2-c]quinolinone structure is characterized by having a substituted nitrogen atom at the 6-position ring atom and an oxo-substituent at the 5-position ring atom, the nitrogen atom substituents being hydrogen, aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof. Both of the pyrano[3,2-c]quinoline and pyrano[3,2-c]quinolinone structures are characterized by having two substituents at the 2-position ring atom, each substituent being independently chosen from aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof, provided that both substituents at the 2-position are not aliphatic. Alternatively, the two substituents at the 2-position can combine to form a spirocyclic group, provided that the spirocyclic group is not norbornylidene or bicyclo[3.3.1]9-nonylidene. The ring atoms have been numbered according to the International Union of Pure and Applied Chemistry rules of nomenclature starting with the 1-position ring atom being the oxygen atom of the pyran ring and numbering counterclockwise therefrom. Also described are photochromic articles that contain or that have coatings or films containing at least one of the novel compositions or combinations thereof with other photochromic materials.

  本文介绍了至少一种由吡喃[3,2-c]喹啉结构，吡喃[3,2-c]喹啉酮结构或两者混合物组成的材料。吡喃[3,2-c]喹啉结构的特点是在6位环原子上有一个氮原子，在5位环原子上有一个氧基取代物。吡喃[3,2-c]喹啉酮结构的特点是在6位环原子上有一个取代氮原子，在5位环原子上有一个酮基取代物，氮原子的取代基可以是氢、脂肪基取代物、环脂肪基取代物、芳香基取代物、杂环芳香基取代物或以上的组合。吡喃[3,2-c]喹啉和吡喃[3,2-c]喹啉酮结构的共同特点是在2位环原子上有两个取代基，每个取代基可独立地选择脂肪基取代物、环脂肪基取代物、芳香基取代物、杂环芳香基取代物或以上的组合，只要2位上的两个取代基不都是脂肪基。或者，2位上的两个取代基可以结合形成螺环状基团，只要该螺环状基团不是诺伯尼林亚烯或双环[3.3.1]9-诺尼林亚烯。环原子的编号根据国际纯粹和应用化学联合会的命名规则，从吡喃环的氧原子作为1位环原子开始，逆时针方向编号。此外，本文还介绍了包含或涂层或膜含有至少一种新型组合物或其他光致变色材料的光致变色物品。

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