1-cyclopropanecarbonyl-aziridine | 21384-30-5

• 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: 1-cyclopropanecarbonyl-aziridine
• 英文别名: 1-(Cyclopropylcarbonyl)aziridine；aziridin-1-yl(cyclopropyl)methanone
• CAS: 21384-30-5
• 化学式: C₆H₉NO
• 分子量: 111.144
• InChiKey: SQEUHGLCJWSIKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-cyclopropanecarbonyl-aziridine 以 1,4-二氧六环 为溶剂， 生成 2-cyclopropyl-2-oxazoline
  参考文献：
  名称：

  Dehmlow,E.V.; Westendorf,H.J., Zeitschrift fur Naturforschung. Teil B: Chemie, Biochemie, Biophysik, Biologie, 1970, vol. 25, p. 1191

  摘要：

  DOI：

文献信息

• Process for production of piperidine derivatives
  申请人：——

  公开号：US20030028029A1

  公开（公告）日：2003-02-06

  The present invention relates to a process for preparing piperidine derivative compounds of the formulae: 1 wherein n is 0 or 1; R 1 is hydrogen or hydroxy; R 2 is hydrogen; or, when n is 0 , R 1 and R 2 taken together form a second bond between the carbon atoms bearing R 1 and R 2 , provided that when n is 1 , R 1 and R 2 are each hydrogen; R 3 is —COOH or —COOR 4 ; R 4 is an alkyl or aryl moiety; A, B, and D are the substituents of their rings, each of which may be different or the same, and are selected from the group consisting of hydrogen, halogens, alkyl, hydroxy, alkoxy, and other substituents, The process comprises providing a regiosomer of the following formula: 2 wherein Z is —CG 1 G 2 G 3 , 3 m is an integer from 1 to 6; Q and Y are the same or different and are selected from the group consisting of O, S, and NR 5 ; G 1 , G 2 , and G 3 are the same or different and are selected from the group consisting of OR 8 , SR 8 , and NR 8 R 9 ; R 6 and R 7 are the same or different and are selected from the group consisting of hydrogen, an alkyl moiety, an aryl moiety, OR 8 , SR 8 , and NR 8 R 9 ; and R 5 , R 8 , and R 9 are the same or different and are selected from the group consisting of hydrogen, an alkyl moiety, and an aryl moiety and converting the regioisomer to the piperidine derivative compound with a piperidine compound.

  本发明涉及一种制备式1的哌啶衍生物化合物的过程：其中n为0或1；R1为氢或羟基；R2为氢；或者，当n为0时，R1和R2在承载R1和R2的碳原子之间形成第二个键，前提是当n为1时，R1和R2均为氢；R3为—COOH或—COOR4；R4为烷基或芳基基团；A、B和D是它们的环的取代基，每个取代基可以不同或相同，选自氢、卤素、烷基、羟基、烷氧基和其他取代基的群；该过程包括提供下式2的异构体：其中Z为—CG1G2G3，3m为1至6的整数；Q和Y相同或不同，选自O、S和NR5的群；G1、G2和G3相同或不同，选自OR8、SR8和NR8R9的群；R6和R7相同或不同，选自氢、烷基基团、芳基基团、OR8、SR8和NR8R9；以及R5、R8和R9相同或不同，选自氢、烷基基团和芳基基团的群；并用哌啶化合物将异构体转化为哌啶衍生物化合物。
• PROCESS FOR PRODUCTION OF PIPERIDINE DERIVATIVES
  申请人：D'Ambra Thomas E.

  公开号：US20100137605A1

  公开（公告）日：2010-06-03

  The present invention is directed to a process for preparing the piperidine derivative compound 4-[4-[4-hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetic acid of formula comprising the sequential steps of: (1) reacting 4-bromo-α,α-dimethyl-α-(4,4-dimethylisoxazolin-2-yl) toluene with N,N-dimethyl cyclopropylcarboxylic acid amide to provide 4-(cyclopropyl-oxo-methyl)-α,α-dimethyl-α-(4,4-dimethyloxozolin-2-yl) toluene; (2) hydrolyzing said 4-(cyclopropyl-oxo-methyl)-α,α-dimethyl-α-(4,4-dimethyloxozolin-2-yl) toluene to provide 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetic acid; (3) reacting said 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetic acid with methanol to provide methyl 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetate; (4) reacting said methyl 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetate with 4-(α,α-diphenyl)piperidinemethanol to provide methyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylphenylacetate; (5) reducing said methyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylphenylacetate to provide methyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetate; and (6) hydrolyzing said methyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetate to provide said 4-[4-[4-hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetic acid.

  本发明涉及一种制备含有4-[4-[4-羟基二苯甲基)-1-哌啶基]-1-羟基丁基]-α，α-二甲基苯乙酸的哌啶衍生物化合物的方法，其包括以下步骤：(1)将4-溴-α，α-二甲基-α-(4,4-二甲基异噁唑啉-2-基)甲苯与N，N-二甲基环丙基羧酸酰胺反应，以提供4-(环丙基氧甲基)-α，α-二甲基-α-(4,4-二甲氧异噁唑啉-2-基)甲苯；(2)水解所述的4-(环丙基氧甲基)-α，α-二甲基-α-(4,4-二甲氧异噁唑啉-2-基)甲苯，以提供4-(4-氯-1-氧代丁基)-α，α-二甲基苯乙酸；(3)将所述的4-(4-氯-1-氧代丁基)-α，α-二甲基苯乙酸与甲醇反应，以提供甲基4-(4-氯-1-氧代丁基)-α，α-二甲基苯乙酸酯；(4)将所述的甲基4-(4-氯-1-氧代丁基)-α，α-二甲基苯乙酸酯与4-(α，α-二苯基)哌啶甲醇反应，以提供甲基4-[4-[4-(羟基二苯甲基)-1-哌啶基]-1-氧代丁基]-α，α-二甲基苯乙酸酯；(5)还原所述的甲基4-[4-[4-(羟基二苯甲基)-1-哌啶基]-1-氧代丁基]-α，α-二甲基苯乙酸酯，以提供甲基4-[4-[4-(羟基二苯甲基)-1-哌啶基]-1-羟基丁基]-α，α-二甲基苯乙酸酯；(6)水解所述的甲基4-[4-[4-(羟基二苯甲基)-1-哌啶基]-1-羟基丁基]-α，α-二甲基苯乙酸酯，以提供所述的4-[4-[4-羟基二苯甲基)-1-哌啶基]-1-羟基丁基]-α，α-二甲基苯乙酸。
• EP0868182A4
  申请人：——

  公开号：EP0868182A4

  公开（公告）日：1999-04-07
• US6153754A
  申请人：——

  公开号：US6153754A

  公开（公告）日：2000-11-28
• US6444824B1
  申请人：——

  公开号：US6444824B1

  公开（公告）日：2002-09-03