(6R)-3-hydroxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt | 5547-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R)-3-hydroxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt
• 英文别名: sodium;N-[(6R,7R)-2-carboxy-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-thiophen-2-ylethanimidate
• CAS: 5547-29-5
• 化学式: C₁₄H₁₃N₂O₅S₂*Na
• 分子量: 376.389
• InChiKey: UBZLUULXMJGRPG-HTMVYDOJSA-M

物化性质

• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -4.31
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  163
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6R)-3-hydroxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt 在 三氟乙酸 作用下， 反应 2.0h， 生成 3-Glycyloxymethyl-7-(2-thienylacetamido)-3-cephem-4-carbonsaeure
  参考文献：
  名称：

  3-酰氧基甲基-7-（2-噻吩基乙酰胺基）-3- Cephem-4-羧酸。改进的合成和生物学特性。

  摘要：

  DOI：

  10.1021/jm00246a022

文献信息

• 3-Acyloxymethyl-cephem compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04166178A1

  公开（公告）日：1979-08-28

  Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or an acyl group; X is a divalent group consisting of a carbon chain having 2 to 3 carbon atoms and a carbonyl or sulfonyl group at one terminal end thereof, said divalent group being either substituted or unsubstituted on the carbon chain; and Z is an organic acid residue, and salts thereof were found to be useful as starting materials for preparing cephalosporins of the formula: ##STR2## wherein R.sup.2 stands for a residue of a nucleophilic compound and R.sup.1 has the same meaning as above.

  化合物的名称为Novel 3-acyloxymethyl-cephem，分子式为： ##STR1## 其中R1为氢或酰基；X为二价基团，由具有2到3个碳原子的碳链和一个在其末端具有羰基或磺酰基的基团组成，该二价基团在碳链上可以是取代或未取代的；Z为有机酸残基，其盐也可用作制备下式中头孢菌素的起始材料： ##STR2## 其中R2代表亲核化合物的残基，R1具有与上述相同的含义。
• Derivatives of 7-aminocephalosporanic acid
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04224441A1

  公开（公告）日：1980-09-23

  Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or an acyl group; X is a divalent group consisting of a carbon chain having 2 to 3 carbon atoms and a carbonyl or sulfonyl group at one terminal end thereof, said divalent group being either substituted or unsubstituted on the carbon chain; and Z is an organic acid residue, and salts thereof were found to be useful as starting materials for preparing cephalosporins of the formula: ##STR2## wherein R.sup.2 stands for a residue of a nucleophilic compound and R.sup.1 has the same meaning as above.

  化合物的名称为Novel 3-acyloxymethyl-cephem，分子式为：##STR1## 其中R.sup.1是氢或酰基；X是一个二价基团，由一个碳链和一个羰基或磺酰基组成，该二价基团在碳链上是取代或未取代的；Z是一个有机酸残基。这些化合物及其盐被发现可用作制备头孢菌素的起始材料，头孢菌素的分子式为：##STR2## 其中R.sup.2代表亲核化合物残基，R.sup.1具有与上述相同的含义。
• Novel 3-acyloxymethyl-cephem compounds useful as intermediates for
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04245088A1

  公开（公告）日：1981-01-13

  Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or salts thereof were found to be useful as starting materials for preparing cephalosporins of the formula: ##STR2## wherein R.sup.3 stands for a residue of a nucleophilic compound and R.sup.1 has the same meaning as above.

  该文提出了一种公式为：##STR1##的小分子化合物，其中R1代表氢或酰基；W代表丙酮基，或由—X—COOH或—X—OH（X为有机残基）表示的基团或其盐。这些化合物可以作为制备公式为：##STR2##的头孢菌素的起始材料，其中R3代表亲核化合物的残基，R1具有与上述相同的含义。
• Cephem compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04308381A1

  公开（公告）日：1981-12-29

  Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or salts thereof were found to be useful as starting materials for preparing cephalosporins of the formula: ##STR2## wherein R.sup.3 stands for a residue of a nucleophilic compound and R.sup.1 has the same meaning as above.

  该文提到了一种公式为：##STR1## 其中R1为氢或酰基；W为乙酰基，或由--X--COOH或--X--OH（X为有机残基）代表的基团或其盐。这些化合物被发现可用作制备公式为：##STR2## 其中R3代表亲核化合物的残基，R1的含义与上述相同的头孢菌素的起始材料。
• Process for preparing cephalosporins
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04323676A1

  公开（公告）日：1982-04-06

  Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or salts thereof were found to be useful as starting materials for preparing cephalosporins of the formula: ##STR2## wherein R.sup.3 stands for a residue nucleophilic compound and R.sup.1 has the same meaning as above.

  公式为 ##STR1## 的新型3-酰氧甲基头孢菌素化合物，其中R1为氢或酰基；W为乙酰基，或由—X—COOH或—X—OH（X为有机残基）表示的基团或其盐，被发现可作为制备公式为 ##STR2## 的头孢菌素的起始材料，其中R3代表一个亲核化合物残基，R1的含义如上。