α-[2-(t-Butoxycarbonylaminomethyl)-1,4-cyclohexadienyl]-acetic acid | 56167-91-0

• 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-(t-Butoxycarbonylaminomethyl)-1,4-cyclohexadienyl]-acetic acid
• 英文别名: 2-(tert-butoxycarbonylaminomethyl)-1,4-cyclohexadienylacetic acid；[2-(t-Butoxycarbonylaminomethyl)-1,4-cyclohexadienyl]acetic acid；2-[2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]cyclohexa-1,4-dien-1-yl]acetic acid
• CAS: 56167-91-0
• 化学式: C₁₄H₂₁NO₄
• 分子量: 267.325
• InChiKey: ZVPVUDUSJKYHKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-[2-(t-Butoxycarbonylaminomethyl)-1,4-cyclohexadienyl]-acetic acid 在 palladium on charcoal 作用下， 以 ammonium hydroxide 为溶剂， 生成 [2-(N-t-Butoxycarbonylaminomethyl)-1-cyclohexen-1-yl]-acetic acid
  参考文献：
  名称：

  .DELTA.2,3-0-2-Isocephem-4-carboxylic acid and derivatives thereof as

  摘要：

  本文描述了一种立体选择性的全合成新型的.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，并在融合环系统的7-位置携带对碳5的顺式取代基，通式表示为##STR1##其中Z为羟基，被羧酸残基酯化，X为氨基。发明还包括式I的化合物，在该化合物中，2-位置的羧基被易于水解的酯基保护，并且包括式I的自由酸和羧基保护化合物的盐。式I的化合物是有效的抗菌剂，或者用于制备这种抗菌剂的中间体。

  公开号：

  US04011216A1
• 作为产物：
  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

文献信息

• 7-.alpha.-Amino-substituted
  申请人：Bristol-Myers Company

  公开号：US04297489A1

  公开（公告）日：1981-10-27

  Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-ca rboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.

  某些7-酰氨基-3-(1-羧基-loweralkyl-四唑-5-基甲硫基)-3-头孢霉-4-羧酸及其盐和4-羧基容易水解的酯被合成并发现是强效的抗菌剂，展现了良好的水溶性。在一个优选的实施例中，7-取代基是2'-氨基甲基苯乙酰氨基。
• .DELTA..sup.2,3 -1,4-MORPHOLINE-2-CARBOXYLIC ACIDS AND DERIVATIVES
  申请人：Bristol-Myers Company

  公开号：US04012383A1

  公开（公告）日：1977-03-15

  There is described novel 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 Q is hydrogen or alkyl and X is amino. 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 and their physiologically hydrolyzed esters and pharmaceutically acceptable salts are useful as intermediates in the preparation of antibacterial agents.

  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。
• 7-[.alpha.-(2-Aminomethyl-1-cyclohexenyl)-acetamido]-3-heterocyclic
  申请人：Bristol-Myers Company

  公开号：US03946000A1

  公开（公告）日：1976-03-23

  7-[.alpha.-(2-Aminomethyl-1-cyclohexyl)-acetamido]-3-heterocyclic thiomethyl-3-cephem-4-carboxylic acids, and their nontoxic, pharmaceutically acceptable salts and their Schiff bases, as made by reaction of salicylaldehyde with the free amino group, are valuable as antibacterial agents and are particularly valuable as therapeutic agents in poultry and animals, including man, in the treatment of infectious diseases caused by many Gram-positive and Gram-negative bacteria.

  7-α-(2-氨甲基-1-环己基)-乙酰胺基-3-杂环硫甲基-3-头孢基-4-羧酸及其无毒、药学上可接受的盐和其席夫碱，是由水杨醛与游离氨基团反应制备的，作为抗菌剂具有重要价值，特别在家禽和动物，包括人类身上，用于治疗由多种革兰氏阳性和革兰氏阴性细菌引起的传染病。
• 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。