(6R-反式)-3-甲氧基-8-氧代-7-(苯氧基乙酰氨基)-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸二苯基甲基酯 | 54639-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 中文名称: (6R-反式)-3-甲氧基-8-氧代-7-(苯氧基乙酰氨基)-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸二苯基甲基酯
• 英文名称: benzhydryl 3-methoxy-7β-(2-phenoxyacetamido)-Δ³-cephem-4-carboxylate
• 英文别名: (6R)-3-methoxy-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester；Diphenylmethyl (6R-trans)-3-methoxy-8-oxo-7-(phenoxyacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate；benzhydryl (6R,7R)-3-methoxy-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 54639-52-0
• 化学式: C₂₉H₂₆N₂O₆S
• 分子量: 530.601
• InChiKey: QLVVZQVGFLLLLB-UFHPHHKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6R-反式)-3-甲氧基-8-氧代-7-(苯氧基乙酰氨基)-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸二苯基甲基酯 以71%的产率得到
  参考文献：
  名称：

  COHEN, NISSIM C.;ERNEST, IVAN;FRITZ, HANS;FUHRER, HERMANN;RIHS, GRETY;SCA+, HELV. CHIM. ACTA, 70,(1987) N 7, 1967-1979

  摘要：

  DOI：
• 作为产物：
  描述：

  benzhydryl α-(1-hydroxyethylidene)-4-oxo-3-[(phenoxyacetyl)amino]-2-{[(p-tolyl)sulphonyl]thio}azetidine-1-acetate 生成 (6R-反式)-3-甲氧基-8-氧代-7-(苯氧基乙酰氨基)-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸二苯基甲基酯
  参考文献：
  名称：

  WOODWARD, R. B.;BICKEL, H.

  摘要：

  DOI：

文献信息

• Process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4 carboxylic
  申请人：Ciba-Geigy Corporation

  公开号：US04147864A1

  公开（公告）日：1979-04-03

  7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.B represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides or 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b and R.sub.2.sup.A have the meanings mentioned under formula IA, R.sub.3.sup.o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

  公式为 ##STR1## 的7.beta.-氨基-3-头孢烷-3-醇-4-羧酸化合物，其中 R.sub.1.sup.a 代表氢或氨基保护基 R.sub.1.sup.A，R.sub.1.sup.B 代表氢或酰基 Ac，或 R.sub.1.sup.a 和 R.sub.1.sup.b 共同表示双价氨基保护基，R.sub.2 代表羟基或与羰基团 --C(.dbd.O)-- 形成保护羧基的基团 R.sub.2.sup.A，R.sub.3 代表氢、较低的烷基或羟基保护基，以及公式 IA 的1-氧化物或3-头孢烷化合物和相应的2-头孢烷化合物是通过用一种具有公式 ##STR2## 的化合物，其中 R.sub.1.sup.a、R.sub.1.sup.b 和 R.sub.2.sup.A 具有公式 IA 下所述的含义，R.sub.3.sup.o 表示较低的烷基或羟基保护基，Y 表示被去除的基团，经过碱处理制备的；还包括中间产物。
• Cephalosporin derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04434287A1

  公开（公告）日：1984-02-28

  The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolyzing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

  该发明涉及一种通过环合成2-[4-(取代硫)-3-酰基氨基-2-氧代氮杂环丁烯-1-基]-3-取代氨基-酪酸酯并使得结果中的7β-酰胺基-3-取代氨基-头孢烯-4-羧酸酯中的烯胺基溶解的方法，制造7β-氨基-3-头孢烯-3-醇-4-羧酸化合物。
• Sulfide intermediates for the manufacture of enol derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04255328A1

  公开（公告）日：1981-03-10

  7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides of 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b and R.sub.2.sup.A have the meanings mentioned under formula IA, R.sub.3.sup.o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

  公式为 ##STR1## 的7.beta.-氨基-3-头孢烯-3-醇-4-羧酸化合物，其中R.sub.1.sup.a代表氢或氨基保护基R.sub.1.sup.A，R.sub.1.sup.b代表氢或酰基Ac，或者R.sub.1.sup.a和R.sub.1.sup.b一起代表双价氨基保护基，R.sub.2代表羟基或与羰基团--C(.dbd.O)--一起形成保护羧基的基团R.sub.2.sup.A，R.sub.3代表氢、低碳基或羟基保护基，以及公式IA的3-头孢烯化合物的1-氧化物和相应的2-头孢烯化合物是通过将公式为 ##STR2## 的化合物，其中R.sub.1.sup.a、R.sub.1.sup.b和R.sub.2.sup.A具有公式IA中提到的含义，R.sub.3.sup.o代表低碳基或羟基保护基，Y代表被去除的基团，与碱处理制备而成；还包括中间产物。
• Process for the manufacture of enol derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04550162A1

  公开（公告）日：1985-10-29

  The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolysing the enamine group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

  本发明涉及一种通过环闭合2-[4-(取代硫)-3-酰胺基-2-氧代氮丙烯基]-3-取代氨基-巴豆烯酸酯，并使得所得的7-β-酰胺基-3-取代氨基-头孢烷-4-羧酸酯中的烯胺基溶解的方法，以制备7-β-氨基-3-头孢烷-3-醇-4-羧酸化合物。
• Process for the manufacture of ceohem enol derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04319027A1

  公开（公告）日：1982-03-09

  The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolysing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

  本发明涉及一种通过酯环合成2-[4-(取代硫)-3-酰基氨基-2-氧代氮杂丙烯-1-基]-3-取代氨基-酪酸和溶剂裂解所得的7.beta.-酰基氨基-3-取代氨基-头孢-4-羧酸酯的制备过程。