2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane | 71350-58-8

• 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: 2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane
• 英文别名: 3-methoxycarbonyl-2-phenyl-hexahydro-1H-pyrrolo[1,2-c]imidazole；2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo[3.3.0]octane；2-phenyl-hexahydro-pyrrolo[1,2-c]imidazole-3-carboxylic acid methyl ester；2-Carbomethoxy-3-phenyl-1,3-diazabicyclo[3,3,0]octane；methyl 2-phenyl-1,3,5,6,7,7a-hexahydropyrrolo[1,2-c]imidazole-3-carboxylate
• CAS: 71350-58-8
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: IVRYBIASBRGJQI-UHFFFAOYSA-N

物化性质

• 沸点：
  358.8±37.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane 在 二异丁基氢化铝 、 magnesium 作用下， 以 乙醚 为溶剂， 反应 3.5h， 生成 (R)-1-((S)-2-Phenyl-hexahydro-pyrrolo[1,2-c]imidazol-3-yl)-pentan-1-ol
  参考文献：
  名称：

  AN ASYMMETRIC SYNTHESIS OF α-BENZYLOXY ALDEHYDES HAVING A CHIRAL TERTIARY CENTER—AN APPLICATION TO THE ASYMMETRIC SYNTHESIS OFexo-(+)-BREVICOMIN—

  摘要：

  通过用氢化二异丁基铝（DIBAL-H）和格氏试剂连续处理 2-甲氧基羰基-3-苯基-1,3-二氮杂双环[3.3.0]辛烷，合成出对映体过量的、在 α 碳原子上具有手性叔中心的 α-苄氧基醛。该不对称反应被用于外-(+)-brevicomin 的全合成。

  DOI：

  10.1246/cl.1983.93
• 作为产物：
  描述：

  (S)-(+)-2-(苯胺甲基)吡咯烷 生成 2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• .alpha.-Hydroxyaldehyde and a process for preparing the same
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04337346A1

  公开（公告）日：1982-06-29

  An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7-C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.1 is as defined above) to react with a Grignard reagent, and thereafter hydrolyzing the reaction product.

  一种光学活性或拉氏体的α-羟基醛，由通式（2）表示，其中R₁代表C₆-C₁₄芳基、C₁-C₁₀烷基、C₃-C₁₀烯基、C₂-C₁₀炔基、C₇-C₁₄芳基烷基或含有有机部分中的官能团的基团，R₂代表C₁-C₁₀烷基、C₂-C₁₀烯基、C₂-C₁₀炔基、C₇-C₁₄芳基烷基、C₆-C₁₄芳基或含有这些基团的有机部分中的官能团的基团，这是制备药物和农药的重要中间体，通过让通式（1）表示的光学活性或拉氏体化合物（其中A代表C₆-C₁₄芳基或C₁-C₄烷基或烷氧基-或卤素取代的C₆-C₁₄芳基，R₁如上定义）与格氏试剂反应，然后水解反应产物制备而成。
• Synthesis of 6-hydroxychroman-2-methanol derivatives
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04424389A1

  公开（公告）日：1984-01-03

  A process for producing chroman, a compound of the formula, ##STR1## or an optically active compound thereof wherein R.sub.2, R.sub.3 and R.sub.4 are each a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, which comprises reacting a compound of the formula, ##STR2## or an optically active compound thereof wherein A is an aryl group and R.sub.5 is a C.sub.1 -C.sub.4 alkyl group, with a compound of the formula, ##STR3## wherein R.sub.1 is a C.sub.1 -C.sub.3 alkyl group, X is a halogen atom and R.sub.2, R.sub.3 and R.sub.4 are as defined above, to obtain a compound of the formula, ##STR4## or an optically active compound thereof wherein A, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined above, reacting the resulting compound with methylmagnesium halide and then hydrolyzing to obtain the corresponding 4-aryl substituted 2-hydroxy-2-methylbutanal, or an optically active compound thereof, reducing the resulting compound to obtain a diol, or an optically active compound thereof, and then oxidizing the resulting compound to obtain a compound of the formula, ##STR5## or an optically active compound thereof wherein R.sub.2, R.sub.3 and R.sub.4 are as defined above, followed by reduction. Chromans, the objective compounds of this invention, are an intermediate for the synthesis of tocopherols, particularly .alpha.-tocopherol.

  一种生产香豆素的方法，该香豆素的化学式为##STR1##或其光学活性化合物，其中R.sub.2，R.sub.3和R.sub.4分别是氢原子或C.sub.1-C.sub.4烷基，包括反应化合物的方法的公式，##STR2##或其光学活性化合物，其中A是芳基基团，R.sub.5是C.sub.1-C.sub.4烷基，与公式的化合物反应，##STR3##其中R.sub.1是C.sub.1-C.sub.3烷基，X是卤素原子，R.sub.2，R.sub.3和R.sub.4如上定义，以获得公式的化合物，##STR4##或其光学活性化合物，其中A，R.sub.1，R.sub.2，R.sub.3和R.sub.4如上定义，将所得化合物与甲基镁卤反应，然后水解以获得相应的4-芳基取代的2-羟基-2-甲基丁醛，或其光学活性化合物，还将所得化合物还原以获得二醇或其光学活性化合物，然后氧化所得化合物以获得公式的化合物，##STR5##或其光学活性化合物，其中R.sub.2，R.sub.3和R.sub.4如上定义，随后还原。本发明的目标化合物香豆素是合成生育酚的中间体，特别是α-生育酚。
• Process for preparing .alpha.-hydroxyaldehyde
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04383122A1

  公开（公告）日：1983-05-10

  An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.1 is as defined above) to react with a Grignard reagent, and thereafter hydrolyzing the reaction product.

  一种光学活性或外消旋的α-羟基醛，由通式（2）表示，其中R1代表C6-C14芳基，C1-C10烷基，C3-C10烯基，C2-C10炔基，C7-C14芳基烷基或含有有机部分的官能团的基团，R2代表C1-C10烷基，C2-C10烯基，C2-C10炔基，C7-C14芳基烷基，C6-C14芳基或含有有机部分的官能团的基团，该化合物是制备药物和农药的重要中间体，通过将通式（1）表示的光学活性或外消旋化合物（其中A代表C6-C14芳基或C1-C4烷基或烷氧基或卤素取代的C6-C14芳基，R1如上所定义）与格氏试剂反应，然后水解反应产物制备而成。
• Preparation of 2-(2-arylmorpholin-2-yl) ethanol derivatives and intermediates
  申请人：Aulombard Alain

  公开号：US20060149058A1

  公开（公告）日：2006-07-06

  The invention relates to a process for the preparation of substituted 2-vinyl-2-arylmorpholine derivatives as described herein. This invention also relates to 2-vinyl-2-arylmorpholine derivatives as well as intermediates therefor.

  本发明涉及一种制备所述的取代2-乙烯基-2-芳基吗啉衍生物的方法。本发明还涉及2-乙烯基-2-芳基吗啉衍生物以及其中间体。
• Acyl and ester derivatives of 1,3-diazabicyclo[3,3,0]octane
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04584387A1

  公开（公告）日：1986-04-22

  An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.1 is as defined above) to react with a Grignard reagent, and thereafter hydrolyzing the reaction product.

  一种光学活性或外消旋的α-羟基醛，由通式（2）表示，其中R1代表C6-C14芳基、C1-C10烷基、C3-C10烯基、C2-C10炔基、C7-C14芳基烷基或含有有机部分中的官能团的基团；R2代表C1-C10烷基、C2-C10烯基、C2-C10炔基、C7-C14芳基烷基、C6-C14芳基或含有有机部分中的官能团的基团。该化合物是制备制药和农药的重要中间体，通过将由通式（1）表示的光学活性或外消旋化合物与格氏试剂反应，然后水解反应产物制备而成。其中A代表C6-C14芳基或C1-C4烷基或烷氧基或卤素取代的C6-C14芳基，R1如上所定义。