2-(α-methoxycarbonyl-α-phthalimidomethyl)-4-tert.-butoxycarbonyl-5-cyclopentyl-4-hydroxy-1,3-thiazine

• 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-(α-methoxycarbonyl-α-phthalimidomethyl)-4-tert.-butoxycarbonyl-5-cyclopentyl-4-hydroxy-1,3-thiazine
• 英文别名: Tert-butyl 5-cyclopentyl-2-[1-(1,3-dioxoisoindol-2-yl)-2-methoxy-2-oxoethyl]-4-hydroxy-1,3-thiazine-4-carboxylate
• 化学式: C₂₅H₂₈N₂O₇S
• 分子量: 500.573
• InChiKey: UUZOLZPTDLLTLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(α-methoxycarbonyl-α-phthalimidomethyl)-4-tert.-butoxycarbonyl-5-cyclopentyl-4-hydroxy-1,3-thiazine 、 乙醚 、 异丙醚 在 盐酸 、 一水合肼 、 溶剂黄146 作用下， 以 N-甲基乙酰胺 、 甲醇 为溶剂， 生成 2-(α-methoxycarbonyl-α-aminomethyl)-4-tert.-butoxycarbonyl-5-cyclopentyl-2,3-dihydro-1,3,-thiazine.HCl
  参考文献：
  名称：

  Cephalosporin derivatives

  摘要：

  新型去乙酰氧头孢菌素衍生物，其化学式如上，为外消旋或光学活性形式、顺反式及其混合物，其中R选自氨基苯基和R'，R'选自苯基（可选择性地被至少一个选自卤素、硝基和5至6元杂环基团的成员取代），Y选自氨基、NHCOOR"（其中R"为1至5个碳原子的烷基、氢或羟基），A选自以下结构： 其中至少两个R2、R3和R4为1至3个碳原子的烷基，第三个为氢或1至3个碳原子的烷基，总碳原子数不超过5，以及3至7个碳原子的环烷基（可选择性地含有一个杂原子），R1选自氢、易酸水解基团和易氢解移除基团，但有条件限制：当R为氨基苯基时，Y不同于氨基和NHCOOR"，且R1为氢；当Y为氨基时，R1为氢；以及与适当的有机和无机碱或酸形成的非毒性、药学上可接受的加成盐，这些盐具有抗菌活性。

  公开号：

  US04016158A1

文献信息

• Substituted cephene-4-carboxylates and their method of preparation
  申请人：Roussel-UCLAF

  公开号：US03962223A1

  公开（公告）日：1976-06-08

  Novel desacetoxycephalosporin derivatives of the formula ##EQU1## in racemic or optically active form or cis and trans forms and mixtures thereof wherein R is selected from the group consisting of aminophenyl and R', R' is selected from the group consisting of phenyl optionally substituted with at least one member of the group consisting of halogen and nitro and a 5 to 6 member heterocyclic group, Y is selected from the group consisting of amino, NHCOOR" where R" is alkyl of 1 to 5 carbon atoms, hydrogen and hydroxy, A is selected from the group consisting of alkyl of 2 to 5 carbon atoms and cycloalkyl of 3 to 7 carbon atoms optionally containing a heteroatom and R.sub.1 is selected from the group consisting of hydrogen, easily acid hydrolyzable group and easily hydrogenolysis removable group, with the proviso that when R is aminophenyl Y is other than amino and NHCOOR" and R.sub.1 is hydrogen and when Y is amino, R.sub.1 is hydrogen and the non-toxic pharmaceutically acceptable addition salts of with organic and inorganic bases and acids where appropriate which have antibacterial activity and a novel process for their preparation and novel intermediates therefor.

  新型去乙酰氧基头孢菌素衍生物，其化学式为##EQU1##，以消旋或光学活性形式或顺反式及其混合物存在，其中R选自氨基苯基和R'，R'选自苯基，该苯基可选择性地被至少一个选自卤素、硝基和5至6元杂环基团的成员取代；Y选自氨基、NHCOOR"（其中R"为1至5个碳原子的烷基、氢和羟基）；A选自2至5个碳原子的烷基和3至7个碳原子的环烷基，该环烷基可选择性地含有一个杂原子；R.sub.1选自氢、易酸解的基团和易氢解移除的基团，但条件是当R为氨基苯基时，Y不是氨基和NHCOOR"，且R.sub.1为氢；当Y为氨基时，R.sub.1为氢；以及与适当的有机和无机碱和酸形成的非毒性药用可接受的加成盐，这些盐具有抗菌活性，并涉及一种制备它们的新方法及其新中间体。
• US3962223A
  申请人：——

  公开号：US3962223A

  公开（公告）日：1976-06-08
• US4016158A
  申请人：——

  公开号：US4016158A

  公开（公告）日：1977-04-05
• Cephalosporin derivatives
  申请人：Roussel-UCLAF

  公开号：US04016158A1

  公开（公告）日：1977-04-05

  Novel desacetoxycephalosporin derivatives of the formula ##STR1## in racemic or optically active form or cis and trans forms and mixtures thereof wherein R is selected from the group consisting of aminophenyl and R', R' is selected from the group consisting of phenyl optionally substituted with at least one member of the group consisting of halogen and nitro and a 5 to 6 member heterocyclic group, Y is selected from the group consisting of amino, NHCOOR" where R" is alkyl of 1 to 5 carbon atoms, hydrogen and hydroxy, A is selected from the group consisting of ##STR2## in which at least 2 of R.sub.2, R.sub.3 and R.sub.4 are alkyl of 1 to 3 carbon atoms and the third is hydrogen or alkyl of 1 to 3 carbon atoms with the total number of carbon atoms being not greater than 5 and cycloalkyl of 3 to 7 carbon atoms optionally containing a heteroatom and R.sub.1 is selected from the group consisting of hydrogen, easily acid hydrolyzable group and easily hydrogenolysis removable group, with the proviso that when R is aminophenyl Y is other than amino and NHCOOR" and R.sub.1 is hydrogen and when Y is amino, R.sub.1 is hydrogen and the non-toxic, pharmaceutically acceptable addition salts with organic and inorganic bases and acids where appropriate which have antibacterial activity.

  新型去乙酰氧头孢菌素衍生物，其化学式如上，为外消旋或光学活性形式、顺反式及其混合物，其中R选自氨基苯基和R'，R'选自苯基（可选择性地被至少一个选自卤素、硝基和5至6元杂环基团的成员取代），Y选自氨基、NHCOOR"（其中R"为1至5个碳原子的烷基、氢或羟基），A选自以下结构： 其中至少两个R2、R3和R4为1至3个碳原子的烷基，第三个为氢或1至3个碳原子的烷基，总碳原子数不超过5，以及3至7个碳原子的环烷基（可选择性地含有一个杂原子），R1选自氢、易酸水解基团和易氢解移除基团，但有条件限制：当R为氨基苯基时，Y不同于氨基和NHCOOR"，且R1为氢；当Y为氨基时，R1为氢；以及与适当的有机和无机碱或酸形成的非毒性、药学上可接受的加成盐，这些盐具有抗菌活性。