(2S,4S)-1-p-nitrobenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate | 127190-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2S,4S)-1-p-nitrobenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate
• 英文别名: (2S,4S)-2-(methanesulfonyloxy)methyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine；(2S,4S)-2-mesyloxymethyl-N-(p-nitrobenzyloxycarbonyl)-4-tritylthiopyrrolidine；(4-nitrophenyl)methyl (2S,4S)-2-(methylsulfonyloxymethyl)-4-tritylsulfanylpyrrolidine-1-carboxylate
• CAS: 127190-99-2
• 化学式: C₃₃H₃₂N₂O₇S₂
• 分子量: 632.758
• InChiKey: NSIKNPACXDUQBS-CONSDPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,4S)-1-p-nitrobenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate 在 ammonium chloride 作用下， 以 N-甲基乙酰胺 为溶剂， 生成 (2S,4S)-2-azidomethyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine
  参考文献：
  名称：

  3-pyrrolidinylthio-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acid

  摘要：

  已制备具有抗微生物活性的3-吡咯啉硫-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸化合物。

  公开号：

  US04925838A1
• 作为产物：
  描述：

  (2S,4S)-2-hydroxymethyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85.2%的产率得到(2S,4S)-1-p-nitrobenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate
  参考文献：
  名称：

  3-pyrrolidinylthio-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acid

  摘要：

  已制备具有抗微生物活性的3-吡咯啉硫-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸化合物。

  公开号：

  US04925838A1

文献信息

• 3-pyrrolidinylthio-1-azabicyclo(3.2.0)-hept-2-ene-2-carboxylic acid
  申请人：Fujisawa Pharmaceutical Company, Ltd.

  公开号：US05202437A1

  公开（公告）日：1993-04-13

  The present invention concerns intermediates in the preparation of novel 3-pyrrolidinylthio-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid compounds and pharmaceutically acceptable salts thereof. The novel 3-pyrrolidinylthio-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid compounds and pharmaceutically acceptable salts thereof show antimicrobial activity.

  本发明涉及在制备新型3-吡咯烷基硫基-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸化合物及其药学上可接受的盐的中间体。这种新型3-吡咯烷基硫基-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸化合物及其药学上可接受的盐具有抗微生物活性。
• Intermediates for pyrrolidylthiocarbapenem derivative
  申请人：Shionogi Seiyaku Kabushiki Kaisha

  公开号：US05703243A1

  公开（公告）日：1997-12-30

  A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: ##STR1## wherein R.sup.1 is hydrogen or lower alkyl; R.sup.2, R.sup.3 and R.sup.4 are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R.sup.2 and R.sup.3 together with a nitrogen atom to which R.sup.2 and R.sup.3 are bonded form a saturated or unsaturated cyclic group, or R.sup.2 and R.sup.4, or R.sup.3 and R.sup.4 together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X.sup.1 is hydrogen or a hydroxy protecting group; X.sup.2 is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y.sup.2 is hydrogen or an amino protecting group.

  提供了一种由式I表示的吡咯烷基硫氨酰青霉烷衍生物：##STR1##其中，R1是氢或低碳基；R2、R3和R4分别是氢、可独立取代或氨基保护基的低碳基，或者R2和R3与R2和R3键合的氮原子一起形成饱和或不饱和的环状基团，或者R2和R4，或者R3和R4与sufamide基团中的两个氮原子和一个硫原子一起形成饱和或不饱和的环状基团；每个环状基团还可以包括来自氧、硫和氮的至少一个原子，并且每个环状基团可以被取代；X1是氢或羟基保护基；X2是氢、羧基保护基、铵基、碱金属或碱土金属；而Y2是氢或氨基保护基。
• Carbapenem derivatives
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：US05707987A1

  公开（公告）日：1998-01-13

  A compound of the formula: ##STR1## wherein R.sup.1 is a hydrogen atom or a lower alkyl group, R.sup.2 is a hydrogen atom or a negative charge, R.sup.3 is a hydrogen atom or a lower alkyl group, Ar is a phenyl group, a naphthyl group or a group of: ##STR2## (wherein each of A.sub.4 and A.sub.5 is a single bond, --NHSO.sub.2 -- or the like, and Het is a pyrrolinyl group, a 1,4-diazabicyclo\x9b2.2.2!octanyl group or the like which may be substituted with a hydroxyl group, a carbamoyl lower alkyl group or the like) which may be substituted with a lower alkyl group, a lower alkylsulfamoyl group or the like which may be substituted with a hydroxyl group, a di-lower alkylsulfonyl group or the like; a hydroxyl group; a di-lower alkylsulfamoyl group or the like, each of A.sub.1, A.sub.2 and A.sub.3 is a single bond or a lower alkylene group which may be substituted with a lower alkyl group, a lower alkylsulfamoyl group or the like which may be substituted with a hydroxyl group, a di-lower alkylsulfamoyl group or the like; a pyridyl group or a pyridino group; and W is a sulfur atom, a single bond; or a pharmaceutically acceptable salt or ester; a process for its production and an antibacterial agent containing it as an active ingredient.

  化合物的结构式为：##STR1## 其中R.sup.1是氢原子或低碳基，R.sup.2是氢原子或负电荷，R.sup.3是氢原子或低碳基，Ar是苯基、萘基或：##STR2## （其中A.sub.4和A.sub.5是单键、--NHSO.sub.2--或类似物，Het是吡咯烷基、1,4-二氮杂双环\x9b2.2.2!辛基或类似物，可用羟基、氨基甲酰低碳基或类似物取代），可用低碳基、低碳基磺酰胺基或类似物取代，可用双低碳基磺酰基或类似物取代；羟基；双低碳基磺酰胺基或类似物，其中A.sub.1、A.sub.2和A.sub.3是单键或低碳亚基，可用低碳基、低碳基磺酰胺基或类似物取代，可用双低碳基磺酰胺基或类似物取代；吡啶基或吡啶酮基；W是硫原子、单键；或药学上可接受的盐或酯；一种制备它的方法和含有它作为活性成分的抗菌剂。
• 3-Pyrrolidinylthio-1-azabicyclo (3.2.0)hept-2-ene-2-carboxylic acid compounds
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0333175A1

  公开（公告）日：1989-09-20

  A compound of the formula : in which R1 is carboxy or protected carboxy, R2 is hydroxy(lower)alkyl or protected hydroxy(lower)alkyl, R3 is hydrogen or lower alkyl, R4 is aliphatic heterocyclic group which may be substituted by suitable substituent(s), R5 is hydrogen, lower alkyl or imino-protective group, and A is lower alkylene, or pharmaceutically acceptable salts thereof, processes for their preparation and pharmaceutical compositions comprising them as an active ingredient in admixture with a pharmaceutically acceptable carrier or excipient.

  式中的化合物： 其中 R1 是羧基或受保护的羧基、 R2 是羟基（低级）烷基或受保护的羟基（低级）烷基 R3 是氢或低级烷基 R4 是脂肪杂环基团，可被合适的取代基取代、 R5 是氢、低级烷基或亚氨基保护基团，以及 A 是低级亚烷基、 或它们的药学上可接受的盐、它们的制备工艺以及包含它们作为活性成分与药学上可接受的载体或赋形剂混合的药物组合物。
• A pyrrolidylthiocarbapenem derivative
  申请人：SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.

  公开号：EP0528678A1

  公开（公告）日：1993-02-24

  A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: wherein R¹ is hydrogen or lower alkyl; R², R³ and R⁴ are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R² and R³ together with a nitrogen atom to which R² and R³ are bonded form a saturated or unsaturated cyclic group, or R²and R⁴, or R³ and R⁴ together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X¹ is hydrogen or a hydroxy protecting group; X² is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y² is hydrogen or an amino protecting group.

  提供了一种由式 I 代表的吡咯烷基硫代碳青霉烯类衍生物： 其中 R¹ 为氢或低级烷基；R²、R³ 和 R⁴ 分别为氢、可被取代的低级烷基或氨基保护基团，或 R² 和 R³ 与 R² 和 R³ 键合的一个氮原子一起形成饱和或不饱和环状基团，或 R² 和 R⁴，或 R³ 和 R⁴ 与 sufamide 基团中的两个氮原子和一个硫原子一起形成饱和或不饱和环状基团；每个环状基团可进一步包括至少一个选自氧、硫和氮组成的原子，且每个环状基团可被取代；X¹为氢或羟基保护基团；X²为氢、羧基保护基团、氨基、碱金属或碱土金属；Y²为氢或氨基保护基团。