α-(2-Aminomethyl-1,4-cyclohexadienyl)-essigsaeure | 56167-90-9

• 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: α-(2-Aminomethyl-1,4-cyclohexadienyl)-essigsaeure
• 英文别名: α-(2-aminomethyl-1,4-cyclohexadienyl)acetic acid；alpha-(2-Aminomethyl-1,4-cyclohexadienyl)acetic acid；2-[2-(aminomethyl)cyclohexa-1,4-dien-1-yl]acetic acid
• CAS: 56167-90-9
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: CUYSOJBXRISIRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-重氮基氨基甲酸叔-丁基酯 、 α-(2-Aminomethyl-1,4-cyclohexadienyl)-essigsaeure 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 α-[2-(t-Butoxycarbonylaminomethyl)-1,4-cyclohexadienyl]-acetic acid
  参考文献：
  名称：

  .DELTA..sup.2,3 -1,4-MORPHOLINE-2-CARBOXYLIC ACIDS AND DERIVATIVES

  摘要：

  描述了一种新型的取代.DELTA..sup.2,3-1,4-吗啉-2-羧酸，其在1,6-位置具有融合的β-内酰胺环，并携带一个位于融合环系统的碳5的顺式取代基的化合物，其通式表示为##STR1##其中Q为氢或烷基，X为氨基。发明还包括上述通式中的化合物，其中2-位置的羧基团被保护为易于水解的酯基团，以及自由酸和羧基保护化合物的盐。这些化合物及其生理水解酯和药用可接受的盐可用作制备抗菌剂的中间体。

  公开号：

  US04012383A1
• 作为产物：
  描述：

  、 2-氨基甲基苯乙酸 、 锂 、 三乙胺 、 在 氨 、 叔丁醇 、 四磷十氧化物 、 水合甲醇 、 amino acid α-(2-aminomethyl-1,4-cyclohexadienyl)acetic acid 作用下， 以 叔丁醇 为溶剂， 反应 68.33h， 以to yield 6.3 g的产率得到α-(2-Aminomethyl-1,4-cyclohexadienyl)-essigsaeure
  参考文献：
  名称：

  7-[.alpha.-(2-Aminomethyl-1-cyclohexenyl)-acetamido]-3-heterocyclic

  摘要：

  7-[.alpha.-(2-氨甲基-1-环己基)-乙酰氨基]-3-杂环硫甲基-3-头孢烷-4-羧酸及其无毒、药学上可接受的盐和其席夫碱，通过与游离氨基基团反应制得，可作为抗菌剂，特别是在家禽和动物，包括人类，治疗由许多革兰氏阳性和革兰氏阴性细菌引起的感染性疾病中，具有重要价值。

  公开号：

  US03946000A1

文献信息

• O-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents
  申请人：Bristol-Myers Company

  公开号：US04166905A1

  公开（公告）日：1979-09-04

  There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is etherified hydroxyl and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.

  本文描述了一种立体选择性的全合成方法，用于合成新型的具有融合的β-内酰胺环在1,6位上和携带一个取代基顺式于融合环系中碳5的7位上的.DELTA..sup.2,3-1,4-吗啡基-2-羧酸。所述化合物的一般式为##STR1##其中Z是乙醚化的羟基，X是酰胺基。此外，本发明还包括上述化合物中2位上的羧基以易于裂解的酯基保护的化合物和自由酸和羧基保护化合物的盐。这些化合物是有效的抗菌剂。
• 0-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents
  申请人：Bristol-Myers Company

  公开号：US04166906A1

  公开（公告）日：1979-09-04

  There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is hydroxyl esterified with a sulfonic acid residue and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group of the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.

  本文描述了新型.DELTA..sup.2,3-1,4-吗啡啶-2-羧酸的立体选择性全合成，其在1,6-位置具有融合的.beTA.-内酰胺环，并携带一个位于融合环系的碳5顺式的取代基，该融合环系由通式##STR1##表示，其中Z为羟基，被磺酸基残基酯化，X为酰胺基。发明还包括上述通式化合物，其中2-位置的羧基被易于裂解的酯基保护，以及自由酸和羧基保护化合物的盐。这些化合物是有效的抗菌剂。
• O-2-isocephem-4-carboxylic acid derivatives as antibacterial agents
  申请人：Bristol-Myers Company

  公开号：US04172199A1

  公开（公告）日：1979-10-23

  There is described the stereoselective total synthesis by a variety of routes of novel suitably substituted .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is hydrogen or the residue of an ester group and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.

  本文介绍了通过多种途径立体选择性地全合成了新型适当取代的.DELTA..sup.2,3-1,4-吗啡啶-2-羧酸，其在1,6-位置具有融合的.beTA.-内酰胺环，并在融合的环系统中的碳5的顺式位携带取代基，该环系统由以下通式表示：##STR1## 其中Z为氢或酯基的残基，X为酰胺基。本发明还包括上述式子中羧基在2-位被易于裂解的酯基所保护以及自由酸和羧基保护化合物的盐。这些化合物是有效的抗菌剂。
• Antibacterial analogs of isocephalosporins
  申请人：Bristol-Myers Company

  公开号：US04171439A1

  公开（公告）日：1979-10-16

  There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is halo or hydroxyl and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.

  本文描述了一种立体选择性全合成新型.DELTA..sup.2,3-1,4-吗啉-2-羧酸，其在1,6-位置具有融合的.beTA.-内酰胺环，并携带一个取代基，位于融合环系的碳5的顺式位置，其通式表示为：##STR1## 其中Z为卤素或羟基，X为酰胺基。本发明还包括上述式子中羧基位于2-位置被易于剪断的酯基保护的化合物以及自由酸和羧基保护化合物的盐。这些化合物是有效的抗菌剂。
• .DELTA..sup.2,3 -0-2-Isocephem-4-carboxylic acid and derivatives as
  申请人：Bristol-Myers Company

  公开号：US04013648A1

  公开（公告）日：1977-03-22

  There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein X is amino and Z represents an optionally substituted heterocyclic ring containing N, O or S. Also included in the invention are compounds of formula I in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds of formula I. The compounds of formula I are potent antibacterial agents or are of use as intermediates in the preparation of such anti-bacterial agents.

  本文描述了一种立体选择性的全合成新型.DELTA..sup.2,3-1,4-吗啡啶-2-羧酸，其在1,6-位置具有融合的.beTA.-内酰胺环，并在融合环系统的碳5的顺式位上携带取代基，其通式表示为##STR1##其中X为氨基，Z代表一个可选取代的含有N、O或S的杂环。发明还包括式I化合物，其中2-位置的羧基团被易于裂解的酯基保护，并且式I的自由酸和羧基保护化合物的盐。式I化合物是有效的抗菌剂，或者用作制备这种抗菌剂的中间体。