[2-(N-t-Butoxycarbonylaminomethyl)-1-cyclohexen-1-yl]-acetic acid | 56167-92-1

• 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-(N-t-Butoxycarbonylaminomethyl)-1-cyclohexen-1-yl]-acetic acid
• 英文别名: α-[2-(t-butoxycarbonylaminomethyl)-1-cyclohexenyl]acetic acid；[2-(N-t-Butoxycarbonylaminomethyl)-1-cyclohexen-1-yl]acetic acid；2-[2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]cyclohexen-1-yl]acetic acid
• CAS: 56167-92-1
• 化学式: C₁₄H₂₃NO₄
• 分子量: 269.341
• InChiKey: FZOJAQDRIXVQRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  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

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 -1,4 Morpholine-2-carboxylic acid derivatives as
  申请人：Bristol-Myers Company

  公开号：US04112230A1

  公开（公告）日：1978-09-05

  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, hydroxyl, etherified hydroxyl or hydroxyl esterified with a carboxylic acid residue or a sulfonic acid residue and X is amino, azido or acylamino. 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 antibacterial agents.

  本文描述了一种立体选择性的全合成方法，用于合成具有融合β-内酰胺环在1,6-位置上和携带一个位于融合环系中碳5的顺式取代基的新型Δ2,3-1,4-吗啉-2-羧酸，其通式表示为##STR1##其中Z是卤素，羟基，醚化羟基或羟基酯化为羧酸残基或磺酸残基，X是氨基，叠氮基或酰胺基。本发明还包括通式I中羧基位于2-位置的化合物，其被易于解离的酯基所保护，以及通式I中自由酸和羧基保护化合物的盐。通式I的化合物是强效抗菌剂，或者用于制备此类抗菌剂的中间体。