(6R,7R)-3-keto-7-phenylacetamidocepham | 53824-89-8

• 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: (6R,7R)-3-keto-7-phenylacetamidocepham
• 英文别名: N-((6R)-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-7t-yl)-2-phenyl-acetamide；N-[(6R,7R)-3,8-dioxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-2-phenylacetamide
• CAS: 53824-89-8
• 化学式: C₁₄H₁₄N₂O₃S
• 分子量: 290.343
• InChiKey: DYALBRXRVDNPJI-TZMCWYRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-羟基头孢 在 三氟乙酸 作用下， 生成 (6R,7R)-3-keto-7-phenylacetamidocepham
  参考文献：
  名称：

  Neue ?-Lactam-Antibiotika. �ber Derivate der 3-Hydroxy-7-amino-ceph-3-em-4-carbons�ure. Modifikationen von Antibiotika, 10. Mitteilung [1]

  摘要：

  Abstract3‐Hydroxy‐ceph‐3‐em‐esters 5 a–c, versatile intermediates for the preparation of new β‐lactam antibiotics, were obtained by ozonolysis of the corresponding 3‐methylidene‐esters 3 a–c. Reduction and elimination gave the 3‐unsubstituted ester 13; derivatives 16 a–c and 20–22 resulted from O‐alkylation. The 3‐methoxy‐esters 16 a–c were converted into the corresponding acids 23 a–d. Several other transformations of the β‐ketoester system are described.

  DOI：

  10.1002/hlca.19740570705

文献信息

• Substituted 3-hydroxy- or 3-oxo-cephams
  申请人：Glaxo Laboratories Limited

  公开号：US04014872A1

  公开（公告）日：1977-03-29

  The invention relates to novel semisynthetic intermediates or relay compounds of use in the production of cephalosporins and related .beta.-lactam antibiotic compounds. The novel compounds are 3-hydroxy- and 3-oxo-7-amino- and blocked amino --(6R,7R)-cephams. Process for the preparation of the novel compounds are described and exemplified.

  本发明涉及一种新型半合成中间体或中继化合物，用于生产头孢菌素和相关的β-内酰胺类抗生素化合物。这些新型化合物是3-羟基和3-氧代-7-氨基和阻断氨基--（6R，7R）-头孢烯。本发明还描述和举例了制备这些新型化合物的方法。
• US4014872A
  申请人：——

  公开号：US4014872A

  公开（公告）日：1977-03-29
• Neue ?-Lactam-Antibiotika. �ber Derivate der 3-Hydroxy-7-amino-ceph-3-em-4-carbons�ure. Modifikationen von Antibiotika, 10. Mitteilung [1]
  作者：Riccardo Scartazzini、Hans Bickel

  DOI：10.1002/hlca.19740570705

  日期：1974.11.6

  Abstract3‐Hydroxy‐ceph‐3‐em‐esters 5 a–c, versatile intermediates for the preparation of new β‐lactam antibiotics, were obtained by ozonolysis of the corresponding 3‐methylidene‐esters 3 a–c. Reduction and elimination gave the 3‐unsubstituted ester 13; derivatives 16 a–c and 20–22 resulted from O‐alkylation. The 3‐methoxy‐esters 16 a–c were converted into the corresponding acids 23 a–d. Several other transformations of the β‐ketoester system are described.